Academic literature on the topic 'Allyl methyl sulfide'

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Journal articles on the topic "Allyl methyl sulfide"

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Suarez, F., J. Springfield, J. Furne, and M. Levitt. "Differentiation of mouth versus gut as site of origin of odoriferous breath gases after garlic ingestion." American Journal of Physiology-Gastrointestinal and Liver Physiology 276, no. 2 (February 1, 1999): G425—G430. http://dx.doi.org/10.1152/ajpgi.1999.276.2.g425.

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Utilizing the sulfur-containing gases of garlic as probes, we investigated the gut versus mouth origin of odoriferous breath gases. Five individuals ingested 6 g of garlic, and sulfur gases in mouth, alveolar air, and urine samples were measured. The mouth normally contained low concentrations of hydrogen sulfide, methanethiol, and dimethyl sulfide. Immediately after garlic ingestion, transient high concentrations of methanethiol and allyl mercaptan and lesser concentrations of allyl methyl sulfide (AMS), allyl methyl disulfide, and allyl disulfide were observed. With the exception of AMS, all gases were present in far greater concentrations in mouth than alveolar air, indicating an oral origin. Only AMS was of gut origin as evidenced by similar partial pressures in mouth, alveolar air, and urine. After 3 h, AMS was the predominant breath sulfur gas. The unique derivation of AMS from the gut is attributable to the lack of gut and liver metabolism of this gas versus the rapid metabolism of the other gases. Breath odor after garlic ingestion initially originates from the mouth and subsequently from the gut.
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Shimizu, Katsumasa, Yuichi Maeda, Kenji Osawa, and Susumu Shimura. "Deodorizing Effect of Rubus suavissimus Extract against Allyl Methyl Sulfide." NIPPON SHOKUHIN KAGAKU KOGAKU KAISHI 51, no. 4 (2004): 205–9. http://dx.doi.org/10.3136/nskkk.51.205.

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FANTONI, A. C. "ChemInform Abstract: Microwave Spectrum, Conformation and Internal Rotation in Allyl Methyl Sulfide." ChemInform 22, no. 19 (August 23, 2010): no. http://dx.doi.org/10.1002/chin.199119045.

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KYUNG, K. H., and H. P. FLEMING. "Antimicrobial Activity-of Sulfur Compounds Derived from Cabbage‡." Journal of Food Protection 60, no. 1 (January 1, 1997): 67–71. http://dx.doi.org/10.4315/0362-028x-60.1.67.

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Selected sulfur compounds found in cabbage and its fermentation product, sauerkraut, were tested for minimum inhibitory concentration (MIC) against growth of 15 species of bacteria and 4 species of yeasts. S-Methyl-l-cysteine sulfoxide, sinigrin, and dimethyl sulfide at 500 ppm were not inhibitory to any of the bacteria and yeasts tested. Dimethyl disulfide at 500 ppm retarded some, but did not prevent growth of any of the test microorganisms. Dimethyl trisulfide had an MIC to bacteria of 200 ppm and to yeast of 20 ppm. Methyl methanethiosulfinate had an MIC between 50 and 200 ppm for all bacteria, and between 6 and 10 ppm for all yeasts tested. Methyl methanethiosulfonate had an MIC between 20 and 100 ppm for bacteria and between 50 and 500 ppm for yeasts. Allyl isothiocyanate had an MIC between 50 and 500 ppm for bacteria and between 1 and 4 ppm for yeasts. Methyl methanethiosulfinate was 10 to 100 times more inhibitory against Listeria monocytogenes at pH values of 5, 6, and 7 and was much less influenced by pH than was sodium benzoate.
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Chittezhath, Manesh, and Girija Kuttan. "Radioprotective Activity of Naturally Occurring Organosulfur Compounds." Tumori Journal 92, no. 2 (March 2006): 163–69. http://dx.doi.org/10.1177/030089160609200213.

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The radioprotective effects of naturally occurring sulfur compounds and isothiocyanates such as diallyl sulfide (DAS), diallyl disulfide (DADS), allyl methyl sulfide (AMS), allyl isothiocyanate (AITC) and phenyl isothiocyanate (PITC) have been investigated in whole body irradiated Swiss albino mice. Administration of these sulfur compounds could reduce the serum content of alkaline phosphatase (ALP), which was elevated after irradiation (23.9 ± 1.82 KA units). The elevated liver content of glutamate pyruvate transaminase (GPT) in control animals (76.2 ± 2.2 U/mL) after irradiation was significantly reduced in DAS (58.93 ± 4 U/mL) and AMS (55.7 ± 2.2 U/mL) treated animals. Elevated levels of lipid peroxides in serum and liver of irradiated control animals were also significantly reduced by treatment with these sulfur compounds. The glutathione (GSH) content in liver and intestinal mucosa was drastically reduced after irradiation. All the sulfur compounds and isothiocyanates could effectively enhance the GSH content of intestinal mucosa and liver. Findings at histopathological analysis of the intestine proved to be correlated with the above results.
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Park, Hokoon, Nam Hoon Baik, Jae Yeol Lee, Soo Ja Kim, and Won Hoon Ham. "Regio- and stereoselective reactions of (S)-(1-methylpyrrolidin-2-yl)methyl allyl sulfide." Archives of Pharmacal Research 14, no. 4 (December 1991): 364–69. http://dx.doi.org/10.1007/bf02876886.

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SHIN, HAN-SEUNG, W. JOHN RODGERS, ENAYAT A. GOMAA, GALE M. STRASBURG, and J. IAN GRAY. "Inhibition of Heterocyclic Aromatic Amine Formation in Fried Ground Beef Patties by Garlic and Selected Garlic-Related Sulfur Compounds." Journal of Food Protection 65, no. 11 (November 1, 2002): 1766–70. http://dx.doi.org/10.4315/0362-028x-65.11.1766.

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The effects of garlic and selected organosulfur compounds (diallyl disulfide, dipropyl disulfide, diallyl sulfide, allyl methyl sulfide, allyl mercaptan, cysteine, and cystine) on the formation of heterocyclic aromatic amines (HAAs) in fried ground beef patties were evaluated. Minced garlic cloves (ca. 4.8 to 16.7%, wt/wt) or organosulfur compounds (0.67 mmol) were added directly to ground beef. Patties (100 g) were fried at 225°C (surface temperature) for 10 min per side. Two patties were fried for each replication, and five replicates were analyzed for each treatment. For each replicate, four subsamples were analyzed (two unspiked subsamples for concentration and two spiked subsamples for the recovery of HAA standards). The volatile sulfur compounds significantly (P < 0.05) reduced concentrations of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by reductions of 46 to 81%, while average reductions of 35, 22, and 71%, were achieved with cystine, cysteine, and whole garlic, respectively. The volatile sulfur compounds reduced concentrations of 2-amino-3,8-dimethylimidazo [4,5-f] quinoxaline by 34 to 67%, while reductions of 25, 19, and 63% (P < 0.05) were achieved with cystine, cysteine, and whole garlic, respectively. These studies confirm that garlic and some organosulfur compounds have the potential to reduce HAA formation in cooked beef patties.
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Díaz, Mario G., Esteban G. Vega‐Hissi, Matias F. Andrada, and Juan C. Garro Martinez. "Scavenging of Hydrogen Peroxide by Allyl Methyl Sulfide and Diallyl Sulfide, Two Garlic Active Compounds: A Theoretical Study." ChemistrySelect 5, no. 11 (March 20, 2020): 3234–42. http://dx.doi.org/10.1002/slct.201904725.

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Konieczny, Marek T., Grzegorz Maciejewski, and Wojciech Konieczny. "Selectivity Adjustment in the Cleavage of Allyl Phenyl and Methyl Phenyl Ethers with Boron Trifluoride-Methyl Sulfide Complex." Synthesis, no. 10 (2005): 1575–77. http://dx.doi.org/10.1055/s-2005-865304.

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Mohammed, Soheb Anwar, Bugga Paramesha, Himanshu Meghwani, Maramreddy Prasanna Kumar Reddy, Sudheer Kumar Arava, and Sanjay Kumar Banerjee. "Allyl Methyl Sulfide Preserved Pressure Overload-Induced Heart Failure Via Modulation of Mitochondrial Function." Biomedicine & Pharmacotherapy 138 (June 2021): 111316. http://dx.doi.org/10.1016/j.biopha.2021.111316.

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Dissertations / Theses on the topic "Allyl methyl sulfide"

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Hansanugrum, Areerat. "The Effect of Milk on the Deodorization of Malodorous Breath after Garlic Ingestion." The Ohio State University, 2010. http://rave.ohiolink.edu/etdc/view?acc_num=osu1267640898.

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Crudden, Cathleen Marie. "Transition metal catalyzed carbonylations of vinylsilanes, allyl sulfides and related systems." Thesis, University of Ottawa (Canada), 1994. http://hdl.handle.net/10393/10882.

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It has been demonstrated that the zwitterionic rhodium complex (Rh zw), [Rh(COD)+]BPh4-, is an effective catalyst for the hydroformylation of vinylsilanes. With vinyltrimethylsilane, the branched aldehyde could be obtained as the major aldehyde isomer if the CO:H2 ratio was 1:2 (total pressure = 200 psi). Under these conditions, 20-40% isolated yield was obtained and the low Yield of these reactions was confirmed by experiments performed in deuterated solvents. The hydroformylation of vinyltriethylsilane, on the other hand, gave 66% of the desired aldehydes after 4h. The branched isomer was, however, the minor isomer with B:L selectivities of ca. 35:65. A cationic rhodium complex [Rh(COD)2+]BF 4-, abbreviated as (Rh+), was also found to catalyze the hydroformylation of vinylsilanes, but only in aromatic solvents. With the addition of 1 equivalent of triphenylphosphine, the reaction did proceed in non-aromatic solvents. The addition of PPh3 to the Rhzw catalyzed reactions dramatically improved the yield and selectivity for the linear isomer such that after the addition of only 2 equivalents, the products were formed in 97% yield with a B:L ratio of 7:93. This system is therefore much more sensitive to the effect of phosphines than the neutral complexes reported previously by Takeuchi et al.66 where the addition of 50--100 equivalents of phosphine was required in order to obtain >90% selectivity for the linear isomer. The unique solvent effects observed in the reactions of [Rh(COD) 2+]BF4- were explained by postulating that the aromatic solvent was acting as a ligand for the low-ligated rhodium complex. Furthermore, the activity of the zwitterionic complex in non-aromatic solvents was explained by co-ordination of one of the phenyl rings of the counterion. To gain support for this proposal, the stability of Rhzw under the reaction conditions was examined using high pressure and simple NMR techniques. These experiments led us to conclude that under severe conditions (140°C, 16h), 40% of the counterion is decomposed to benzaldehyde, benzyl alcohol and benzene. The mixture that resulted from this exhaustive treatment was shown to catalyze the hydroformylation of vinyltriethylsilane. However, when the rhodium complex was exposed to the conditions normally employed for carbonylation reactions, (namely 75°C, 3h, 200 psi), less than 15% decomposition to benzaldehyde was observed, and no benzene or benzyl alcohol could be detected. Finally, we prepared a number of arene-rhodium complexes and showed that they catalyzed the hydroformylation of vinyltriethylsilane in non-aromatic solvents. Chiral arene complexes were also prepared in order to test the enantioselectivity of the hydroformylation, but in these reactions, the branched isomer was completely isomerized to the enol silyl ether which did not permit assessment of the enantioselectivity. Other olefins were poor substrates. Styrene and vinyl naphthalene were polymerized under the reaction conditions, and olefin isomerization was problematic in the attempted hydroformylation of aliphatic substrates. The insertion of carbon monoxide into 6-membered ring heterocycles was examined using a variety of 1-alkyl-1,2,3,4-tetrahydroquinoline derivatives. It was found that under forcing conditions using Pd/Cu or Ru/Co complexes, up to 15% of products resulting from insertion of carbon monoxide could be observed. The isolation of these compounds and the determination of their structure was complicated due to the large amounts of metal salts employed, the decomposition of the remaining starting material and the low yields. MS data, however, confirmed that insertion of carbon monoxide had occurred. Finally, we examined the carbonylation of allyl aryl and allyl alkyl sulfides and found that the combination of Pd(OAc)2 and DPPP was effective only if a 1:1 ratio of metal:ligand was employed. Under these conditions, the alpha,beta-unsaturated thioester resulting from carbonylation and isomerization was formed in fair to good yields. Analysis of this compound by 1H NMR indicated that it was 100% trans. When Ru3(CO)12 was employed, the carbonylation could also be effected in lower yields after longer reaction times, and no isomerization of the product was observed. Thus the beta, gamma-unsaturated thioester was obtained from this reaction. The palladium catalyzed carbonylation was shown to proceed through a pi-allyl intermediate since 2-butenyl and 1-(3-butenyl) phenyl sulfide gave the same product. Furthermore, this experiment suggests that the rate determining step was carbonylation and not oxidative addition.
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Sau, Yiu Keung. "Part I, Synthesis and reactivity of 2,2'-bipyridine-supported iridium alkyl compounds ; Part II, Metal complexes with chiral phosphine oxide and sulfoxide ligands /." View abstract or full-text, 2005. http://library.ust.hk/cgi/db/thesis.pl?CHEM%202005%20SAU.

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Alvarez, Gonzalez Eleuterio. "Substitution d'ethers et d'alcools allyliques par differents nucleophiles en presence de complexes de nickel(0) : synthese stereoselective des dienes-1,4 a partir des sulfones dieniques avec le chlorure d'isopropylmagnesium en presence de sels de." Paris 6, 1987. http://www.theses.fr/1987PA066064.

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Book chapters on the topic "Allyl methyl sulfide"

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Drabowicz, J., P. Kiełbasiński, and M. Mikołajczyk. "Alkali Metal Cleavage of Alk-1-enyl Alkyl Sulfides." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00083.

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Seibel, Zara M., and Tristan H. Lambert. "Construction of Alkylated Stereocenters." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0035.

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Hirohisa Ohmiya and Masaya Sawamura at Hokkaido University reported (Angew. Chem. Int. Ed. 2013, 52, 5350) the copper-catalyzed, γ-selective allylation of terminal alkyne 1 to produce the chiral skipped enyne 3 with high ee. A method to synthe­size asymmetric skipped diene 6 via copper-catalyzed allylic allylation of diene 4 was developed (Chem. Commun. 2013, 49, 3309) by Ben L. Feringa at the University of Groningen. Prof. Feringa also disclosed (J. Am. Chem. Soc. 2013, 135, 2140) the regi­oselective and enantioselective allyl–allyl coupling of bromide 7 with allyl Grignard under Cu catalysis in the presence of phosphoramidite 8. James P. Morken of Boston College reported (Org. Lett. 2013, 15, 1432) the cross-coupling of allylboronate 11 with a mixture of alkenes 10a,b under palladium catalysis to produce diene 13 with high ee. Jian Liao at the Chengdu Institute of Biology Chinese Academy of Sciences and the University of Chinese Academy of Sciences reported (Angew. Chem. Int. Ed. 2013, 52, 4207) the palladium-catalyzed allylic alkylation of indole using the chi­ral bis(sulfoxide) phosphine ligand 15. Yi-Xia Jia at the Zhejiang University of Technology reported (J. Am. Chem. Soc. 2013, 135, 2983) the enantioselective alkyl­ation of indole to produce the trifluoromethyl adduct 19 using nickel catalysis in the presence of bisoxazoline ligand 18. Sarah E. Reisman at the California Institute of Technology disclosed (J. Am. Chem. Soc. 2013, 135, 7442) the reductive cross-coupling of acid chloride 20 and benzyl chloride 21 using a nickel complex with bisoxazoline ligand 22 and manganese(0) as reductant. Ilan Marek at the Technion-Israel Institute of Technology reported (Angew. Chem. Int. Ed. 2013, 52, 5333) a method for the construction of all-carbon quaternary stereocenters, such as the one present in aldehyde 25, using a diastereoselective car­bometallation of cyclopropene 24 followed by oxidation and ring opening. Switching from methyl Grignard and copper iodide to MeCuCNLi reverses the diastereoselec­tivity of the carbometallation and allows access to the opposite enantiomer. Matthew S. Sigman at the University of Utah reported (J. Am. Chem. Soc. 2013, 135, 6830) the redox–relay oxidative Heck arylation of alkenyl alcohol 27 with boronic acid 26 using a palladium catalyst and pyridine oxazole ligand 28 to produce the γ-substituted aldehyde 29.
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Taber, Douglass. "Enantioselective Assembly of Alkylated Stereogenic Centers." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0037.

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Oxygenated secondary stereogenic centers are readily available. There is a limited range of carbon nucleophiles that will displace a secondary leaving group in high yield with clean inversion. Teruaki Mukaiyama of the Kitasato Institute has described (Chem. Lett. 2007, 36, 2) an elegant addition to this list. Phosphinites such as 1 are easily prepared from the corresponding alcohols. Quinone oxidation in the presence of a nucleophile led via efficient displacement to the coupled product 2. The sulfone could be reduced with SmI2 to give 3. Enantioselective reduction of trisubstituted alkenes is also a powerful method for establishing alkylated stereogenic centers. Juan C. Carretero of the Universidad Autonoma de Madrid has found (Angew. Chem. Int. Ed. 2007, 46, 3329) that the enantioselective reduction of unsaturated pyridyl sulfones such as 4 was directed by the sulfone, so the other geometric isomer of 4 gave the opposite enantiomer of 5. The protected hydroxy sulfone 5 is a versatile chiral building block. Samuel H. Gellman of the University of Wisconsin has reported (J. Am. Chem. Soc. 2007, 129, 6050) an improved procedure for the aminomethylation of aldehydes. L-Proline-catalyzed condensation with the matched α-methyl benzylamine derivavative 7 gave the aldehyde, which was immediately reduced to the alcohol 8 to avoid racemization. The amino alcohol 8 was easily separated in diastereomerically-pure form. In the past, aldehydes have been efficiently α-alkylated using two-electron chemistry. David W. C. Macmillan of Princeton University has developed (Science 2007, 316, 582; J. Am. Chem. Soc. 2007, 129, 7004) a one-electron alternative. The organocatalyst 9 formed an imine with the aldehyde. One-electron oxidation led to an α-radical, which was trapped by the allyl silane (or, not pictured, a silyl enol ether) leading to the α-alkylated aldehyde 10. This is mechnistically related to the work reported independently by Mukund P. Sibi (J. Am. Chem. Soc. 2007, 129, 4124; OHL Feb. 11, 2008) on one-electron α-oxygenation of aldehydes. Secondary alkylated centers can also be prepared by SN2’ alkylation of prochiral substrates such as 11. Ben L. Feringa of the University of Groningen has shown (J. Org. Chem. 2007, 72, 2558) that the displacement proceeded with high ee even with conventional Grignard reagents.
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Taber, Douglass. "Alkaloid Synthesis: Paliurine F, Lepadiformine, and 7-Deoxypancratistatin." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0057.

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The sedative alkaloid paliurine F 7 is a pentapeptide bridged by an arene. Gwilherm Evano of the Université de Versailles took advantage of this in his synthesis (Angew. Chem. Int. Ed. 2007, 46, 572) of 7, although it was necessary to prepare, from serine, one of the amino acid derivatives, the protected 3-hydroxyprolinol 2. The key step in the synthesis was the Cu-catalyzed intramolecular coupling of 5 to give the macrolactam 6. Deprotection and acylation then gave paliurine F 7. Lepadiformine 14, isolated from the tunicate Clavelina lepadiformis, shows moderate cytotoxicity, and is also a K+ channel blocker. The synthesis of 14 (Angew. Chem. Int. Ed. 2007, 46, 2631) by Donald Craig of Imperial College started with the aziridine 8, prepared from the corresponding epoxide. Opening of the protected aziridine with the anion of methyl phenyl sulfone set the stage for condensation of the dianion derived from 9 with the aldehyde 10, to give, with high diastereocontrol, the amine 11. Deprotection followed by cyclization then led to the activated ether 12. While the opening of 12 with an alkyl Grignard reagent proceeded with undesired inversion at the reacting center, opening with the alkynyl Grignard delivered mainly the desired 13. Reduction followed by oxidation, epimerization and reduction then gave lepadiformine 14. The Amaryllidaceae alkaloid 7-deoxypancratistatin 21 has potent antiviral activity. A challenge in the assembly of 21 is that the ring fusion is trans, less stable than the corresponding cis diastereomer. The synthesis of 21 (J. Org. Chem. 2007, 72, 2570) by Albert Padwa of Emory University started with 17, the preparation of which by the combination 15 and 16 he had previously reported in the course of his synthesis of lycoricidine (OHL December 11, 2006). Ester 17 had the desired trans ring fusion, but with an angular ester substituent that had to be removed. While it would be expected from the mechanism that Rh-mediated decarbonylation of an aldehyde would proceed with retention of absolute configuration, and this had been confirmed experimentally, this reaction had not been applied to such a challenging substrate. In the event, the transformation proceeded smoothly, to give the desired trans 19. Dehydration and dihydroxylation of 19 led to the cyclic sulfate 20, selective SN2 opening of which delivered 7-deoxypancratistatin 21.
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Taber, Douglass F. "Best Synthetic Methods: Functional Group Transformations." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0003.

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Vinyl glycine 2 is a useful precursor to a variety of amino acids. Timothy E. Long of the University of Georgia found (Tetrahedron Lett. 2009, 50, 5067) that the o-nitrophenyl sulfoxide 1 eliminated smoothly in refluxing toluene. Alicia Boto and Rosendo Hernández of IPNA La Laguna observed (Tetrahedron Lett. 2009, 50, 3974) that a related selenoxide elimination proceeded to give the single regioisomer 4. Avelino Corma of the Universidad Politécnica de Valencia developed ( Chemical Commun. 2009, 4947) a gold catalyst for the selective hydroboration of alkynes over alkenes. Eiji Shirakawa and Tamio Hayashi of Kyoto University devised (Chemical Commun. 2009, 5088) a Ru catalyst for the conversion of an alkenyl triflate such as 8 to the corresponding bromide. Tristan H. Lambert of Columbia University found (J. Am. Chem. Soc. 2009, 131, 13930) that the dichloride 11 smoothly converted a variety of alcohols into the corresponding chlorides. Crown ethers have been used to promote SN2 reactivity by solubilizing the metal cation. Sungyul Lee of Kyunghee University, Dae Yoon Chi of Sogang University, and Choong Eui Song of Sungkyunkwan University demonstrated (Angew. Chem. Int. Ed. 2009, 48, 7683) that the inexpensive polyethylene glycols were also effective. Mugio Nishizawa of Tokushima Bunri University devised (Synlett 2009, 1175) conditions for the rapid regioselective hydration of hydroxy alkynes such as 15. Jaume Vilarrasa of the Universitat de Barcelona developed (Organic Lett. 2009, 11, 4414) a mild alternative protocol for the Nef reaction, converting a nitroalkane such as 17 into the corresponding ketone under neutral conditions. Clément Mazet of the University of Geneva optimized (Tetrahedron Lett. 2009, 50, 4141) the Ir-catalyzed conversion of an allylic alcohol 19 into the saturated aldehyde. Jonathan M. J. Williams of the University of Bath established (Angew. Chem. Int. Ed. 2009, 48, 7375) that under Ir-catalyzed “borrowing hydrogen” conditions, alkyl amines could donate alkyl groups to anilines such as 21. Danfeng Huang and Yulai Hu of Northwest Normal University devised (Organic Lett. 2009, 11, 4474) a simple protocol for conversion of an acid 23 to the Weinreb amide 24. of the Universitat
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"FIGURE 4 Chromatogram of the Tenax-adsorption FPD-analysis of volatiles emitted during acidic decomposition of phosphate rock. Compounds : 1. dimethyl sulfide 2. dimethyl disulfide 3. methyl isopropyl, disulfide 4. alkyl substituted thiacyclopentanes and alkyl substituted thiacyclohexanes." In Odour Prevention and Control of Organic Sludge and Livestock Farming, 175. CRC Press, 1986. http://dx.doi.org/10.1201/9781482286311-80.

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Taber, Douglass F. "Reactions of Alkenes: The RajanBabu Synthesis of Pseudopterosin G-J Aglycone Dimethyl Ether." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0029.

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Xiangge Zhou of Sichuan University showed (Tetrahedron Lett. 2011, 52, 318) that even the monosubstituted alkene 1 was smoothly converted to the methyl ether 2 by catalytic FeCl3. Brian C. Goess of Furman University protected (J. Org. Chem. 2011, 76, 4132) the more reactive alkene of 3 as the 9-BBN adduct, allowing selective reduction of the less reactive alkene to give, after reoxidation, the monoreduced 4. Nobukazu Taniguchi of the Fukushima Medical University added (Synlett 2011, 1308) Na p-toluenesulfinate oxidatively to 1 to give the sulfone 5. Krishnacharya G. Akamanchi of the Indian Institute of Chemical Technology, Mumbai oxidized (Synlett 2011, 81) 1 directly to the bromo ketone 6. Osmium is used catalytically both to effect dihydroxylation, to prepare 8, and to mediate oxidative cleavage, as in the conversion of 7 to the dialdehyde 9. Ken-ichi Fujita of AIST Tsukuba devised (Tetrahedron Lett. 2011, 52, 3137) magnetically retrievable osmium nanoparticles that can be reused repeatedly for the dihydroxylation. B. Moon Kim of Seoul National University established (Tetrahedron Lett. 2011, 52, 1363) an extraction scheme that allowed the catalytic Os to be reused repeatedly for the oxidative cleavage. Maurizio Taddei of the Università di Siena showed (Synlett 2011, 199) that aqueous formaldehyde could be used in place of Co/H2 (syngas) for the formylation of 1 to 10. Hirohisa Ohmiya and Masaya Sawamura of Hokkaido University prepared (Org. Lett. 2011, 13, 1086) carboxylic acids (not illustrated) from alkenes using CO2. Joseph M. Ready of the University of Texas Southwestern Medical Center selectively arylated (Angew. Chem. Int. Ed. 2011, 50, 2111) the homoallylic alcohol 11 to give 12. Many reactions of alkenes are initiated by hydroboration, then conversion of the resulting alkyl borane. Hiroyuki Kusama of the Tokyo Institute of Technology photolyzed (J. Am. Chem. Soc. 2011, 133, 3716) 14 with 13 to give the ketone 15. William G. Ogilvie of the University of Ottawa added (Synlett 2011, 1113) the 9-BBN adduct from 1 to 16 to give 17. Professors Ohmiya and Sawamura effected (Org. Lett. 2011, 13, 482) a similar conjugate addition, not illustrated, of 9-BBN adducts to α,β-unsaturated acyl imidazoles.
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