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Journal articles on the topic 'Alcohols. Grignard reagents'

Author: Grafiati

Published: 4 June 2021

Last updated: 16 February 2022

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1

Narayanaperumal, Senthil, Ricardo S. Schwab, Wystan K. O. Teixeira, and Danilo Yano de Albuquerque. "Recent Advances in the Synthesis of Enantiomerically Enriched Diaryl, Aryl Heteroaryl, and Diheteroaryl Alcohols through Addition of Organometallic Reagents to Carbonyl Compounds." Synthesis 52, no. 13 (March 16, 2020): 1855–73. http://dx.doi.org/10.1055/s-0039-1690847.

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Enantiomerically enriched diaryl, aryl heteroaryl, and diheteroaryl alcohols are an important family of compounds known for their biological properties. Moreover, these molecules are highly privileged scaffolds used as building blocks for the synthesis of pharmaceutically relevant products. This short review provides background on the enantioselective arylation and heteroarylation of carbonyl compounds, as well as, the most significant improvements in this field with special emphasis on the application of organometallic reagents.1 Introduction2 Background on the Enantioselective Synthesis of Diaryl, Aryl Heteroaryl, and Diheteroaryl Alcohols3 Organozinc Reagents4 Organolithium Reagents5 Grignard Reagents6 Organoaluminum Reagents7 Organotitanium Reagents8 Organobismuth Reagents9 Miscellaneous10 Conclusion

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2

El-Aal, Abd, and Ali Khalaf. "Modern Friedel-Crafts chemistry: Part 36. Facile synthesis of some new pyrido[3,2,1-jk]carbazoles via Friedel-Crafts cyclialkylations." Journal of the Serbian Chemical Society 78, no. 5 (2013): 611–19. http://dx.doi.org/10.2298/jsc120520098a.

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An efficient methodology for the synthesis of novel substituted pyrido[3,2,1-jk]carbazole via Friedel-Crafts cyclialkylations is reported. The methodology was realized by three-step protocol involved the addition of carbazole to 3-methylcrotononitrile. The resulted nitrile was hydrolyzed to desired ester, followed by addition of Grignard reagents to afford tertiary alcohols and/or reacted directly with different Grignard reagent to form the desired ketones. The later ketones were converted to both secondary and tertiary alcohols by reduction with LAH and addition of Grignard reagents respectively. These carbinols were cyclialkylated under Friedel-Crafts conditions catalyzed by AlCl3/CH3NO2, PTSA and PPA to give tri-and tetrasubstituted pyrido[3,2,1-jk]carbazole.

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3

Cai, Mingzhong, and Jun Xia. "A facile stereoselective synthesis of (E)-2,3-disubstituted allylic alcohols via hydromagnesiation of alkylarylacetylenes." Journal of Chemical Research 2005, no. 2 (February 2005): 121–22. http://dx.doi.org/10.3184/0308234054497155.

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Hydromagnesiation of alkylarylacetylenes 1 in diethyl ether gave (E)-α-arylvinyl Grignard reagents 2, which reacted with aldehydes or ketones 3 to afford stereoselectively (E)-2,3-disubstituted allylic alcohols 4 in good yields.

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4

Cai, Mingzhong, Chunyun Peng, Hong Zhao, and Wenyan Hao. "A Stereoselective Synthesis of (E)-Allylic Alcohols Via the Hydromagnesiation of Alkynylsilanes." Journal of Chemical Research 2003, no. 5 (May 2003): 296–98. http://dx.doi.org/10.3184/030823403103173877.

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Hydromagnesiation of alkynylsilanes 1 gives ( Z)-α-silylvinyl Grignard reagents 2, which are reacted with aldehydes or ketones to afford ( Z)-β-silyl allylic alcohols 3 in high yields; intermediates 3 can undergo the desilylation reaction in the presence of anhydrous KF to give ( E)-allylic alcohols 4 in good yields.

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5

Batchelor, Kevin J., W. Russell Bowman, Roy V. Davies, Michael H. Hockley, and David J. Wilkins. "Regioselective Addition of Grignard Reagents to Isoxazole-4,5-dicarboxylate Esters." Journal of Chemical Research 23, no. 7 (July 1999): 428–29. http://dx.doi.org/10.1177/174751989902300712.

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Regioselective mono-addition of a range of Grignard reagents with the 5-esters of 3-methylisoxazole-4,5-diesters affords 5-keto derivatives instead of tertiary alcohols which is explained by the complexing ability of the isoxazole oxygen atom and by the electron withdrawing effect of the isoxazole ring.

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6

Ma, S., and Z. Lu. "Cu-Catalyzed Carbometallation of Propargylic Alcohols by Grignard Reagents." Synfacts 2006, no. 6 (June 2006): 0603. http://dx.doi.org/10.1055/s-2006-941772.

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7

Barrett, A., and T. Werner. "Simple Preparation of Esters from Grignard Reagents and Alcohols." Synfacts 2006, no. 8 (August 2006): 0826. http://dx.doi.org/10.1055/s-2006-942007.

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8

Moiseenkov, Alexander M., and Boris A. Czeskis. "Synthesis of some monoterpenols via cyclopropylcarbinyl rearrangement." Collection of Czechoslovak Chemical Communications 51, no. 6 (1986): 1316–22. http://dx.doi.org/10.1135/cccc19861316.

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Condensation of appropriately substituted aldehydes and Grignard reagents leads to cyclopropyl alcohols V - VIII chromatographically separated in all cases into individual diastereoisomers. Perchloric acid catalyzed cyclopropylcarbinyl rearrangement of V - VIII (as a mixture of diastereoisomers or individual isomers) gives unsaturated monoterpenols IX - XII with high regio- and stereospecifity.

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9

Minnaard, Adriaan, and Beatriz Calvo. "Copper-Catalyzed Asymmetric 1,2-Addition of Grignard Reagents to 3-Acyl 2H-chromenes." Synlett 28, no. 19 (August 17, 2017): 2624–28. http://dx.doi.org/10.1055/s-0036-1588532.

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Enones in which the carbon–carbon double bond is part of the pharmacologically important 2H-chromene (2H-1-benzopyran) nucleus undergo asymmetric copper-catalyzed 1,2-addition of Grignard reagents. High yields and enantiomeric excesses up to 84% are obtained and access to these novel enantio-enriched tertiary alcohols is provided.

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10

Kanno, Ken-ichiro, Yumi Aikawa, Yuka Niwayama, Misaki Ino, Kento Kawamura, and Soichiro Kyushin. "Stepwise Introduction of Different Substituents to α-Chloro-ω-hydrooligosilanes: Convenient Synthesis of Unsymmetrically Substituted Oligosilanes." Inorganics 6, no. 3 (September 18, 2018): 99. http://dx.doi.org/10.3390/inorganics6030099.

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A series of unsymmetrically substituted oligosilanes were synthesized via stepwise introduction of different substituents to α-chloro-ω-hydrooligosilanes. The reactions of α-chloro-ω-hydrooligosilanes with organolithium or Grignard reagents gave hydrooligosilanes having various alkyl, alkenyl, alkynyl and aryl groups. Thus-obtained hydrooligosilanes were converted into alkoxyoligosilanes by ruthenium-catalyzed dehydrogenative alkoxylation with alcohols.

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11

Geurts, Koen, Stephen P. Fletcher, Anthoni W. van Zijl, Adriaan J. Minnaard, and Ben L. Feringa. "Copper-catalyzed asymmetric allylic substitution reactions with organozinc and Grignard reagents." Pure and Applied Chemistry 80, no. 5 (January 1, 2008): 1025–37. http://dx.doi.org/10.1351/pac200880051025.

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Asymmetric allylic alkylations (AAAs) are among the most powerful C-C bond-forming reactions. We present a brief overview of copper-catalyzed AAAs with organometallic reagents and discuss our own contributions to this field. Work with zinc reagents and phosphoramidite ligands provided a framework for later developments which employ Grignard reagents and ferrocenyl ligands. High yields and excellent regioselectivities and enantioselectivities are achieved. The AAAs may be more general than previously envisioned, in terms of using substrates functionalized with heteroatoms at various positions; heteroatom substituents at the γ-position provide densely functionalized building blocks. These h-AAA reactions rely on the design of appropriate substrates containing heteroatoms and have allowed us to demonstrate viable new approaches toward the synthesis of versatile organic building blocks. We illustrate that the chiral secondary allylic alcohols, primary homo-allylic alcohols and amines can readily be obtained in high enantiomeric purity in a catalytic asymmetric fashion by copper-catalyzed AAAs. Furthermore, we show that manipulation of the terminal olefin provides chiral building blocks where the ee of the starting materials is preserved.

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12

Yang, Bo, and Zhong-Xia Wang. "Nickel-Catalyzed Alkylation or Reduction of Allylic Alcohols with Alkyl Grignard Reagents." Journal of Organic Chemistry 85, no. 7 (March 9, 2020): 4772–84. http://dx.doi.org/10.1021/acs.joc.0c00008.

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13

Kulinkovich, O. G. "Titanacyclopropanes as versatile intermediates for carbon-carbon bond formation in reactions with unsaturated compounds." Pure and Applied Chemistry 72, no. 9 (January 1, 2000): 1715–19. http://dx.doi.org/10.1351/pac200072091715.

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Dialkoxytitanacyclopropane intermediates [or titanium (II)-olefin complexes] generated in situ from ethylmagnesium bromide and titanium (IV) isopropoxide react with allylic alcohols and allylic ethers to afford SN2' allylic ethylation products. The reaction proceeds with high regioselectivity and with low to high trans-/cis-stereoselectivity. This observation and others suggest a reaction mechanism involving an EtMgBr-initiated formation of titanacyclopentane ate complex 10 from titanacyclopropane-olefin complex 7 as a key step. Based on this assumption, a modified mechanism of titanium-mediated cyclopropanation of esters with Grignard reagents is proposed.

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14

Pina, M., D. Pioch, and J. Graille. "Rapid analysis of jojoba wax fatty acids and alcohols after derivatization using Grignard reagents." Lipids 22, no. 5 (May 1987): 358–61. http://dx.doi.org/10.1007/bf02534006.

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15

Collados, Juan F., Ricard Solà, Syuzanna R. Harutyunyan, and Beatriz Maciá. "Catalytic Synthesis of Enantiopure Chiral Alcohols via Addition of Grignard Reagents to Carbonyl Compounds." ACS Catalysis 6, no. 3 (February 19, 2016): 1952–70. http://dx.doi.org/10.1021/acscatal.5b02832.

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16

Dowson, G. R. M., I. Dimitriou, R. E. Owen, D. G. Reed, R. W. K. Allen, and P. Styring. "Kinetic and economic analysis of reactive capture of dilute carbon dioxide with Grignard reagents." Faraday Discussions 183 (2015): 47–65. http://dx.doi.org/10.1039/c5fd00049a.

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Carbon Dioxide Utilisation (CDU) processes face significant challenges, especially in the energetic cost of carbon capture from flue gas and the uphill energy gradient for CO₂reduction. Both of these stumbling blocks can be addressed by using alkaline earth metal compounds, such as Grignard reagents, as sacrificial capture agents. We have investigated the performance of these reagents in their ability to both capture and activate CO₂directly from dried flue gas (essentially avoiding the costly capture process entirely) at room temperature and ambient pressures with high yield and selectivity. Naturally, to make the process sustainable, these reagents must then be recycled and regenerated. This would potentially be carried out using existing industrial processes and renewable electricity. This offers the possibility of creating a closed loop system whereby alcohols and certain hydrocarbons may be carboxylated with CO₂and renewable electricity to create higher-value products containing captured carbon. A preliminary Techno-Economic Analysis (TEA) of an example looped process has been carried out to identify the electrical and raw material supply demands and hence determine production costs. These have compared broadly favourably with existing market values.

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17

Abd El-Aal, Hassan A. K., Ali A. Khalaf, and Ahmed M. A. El-Khawaga. "Friedel–Crafts Chemistry. Part 43. A Convergent Construction of Some New Bridged Aza-Bicyclic Analogues of Azocine, Azonine, and Azecine via Friedel–Crafts Ring Closures." Australian Journal of Chemistry 68, no. 3 (2015): 404. http://dx.doi.org/10.1071/ch14284.

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Our present study provides an expedient general approach for the synthesis of some novel bridged dibenzo-azocinone, -azoninone, -azecinone, -azocine, -azonine, and -azecine derivatives via Friedel–Crafts intramolecular ring-closure reactions. The methodology is realized by a four-step protocol involving first preparation of 7-methyl-3,3-diphenylindoline through the reduction of 7-methyl-3,3-diphenylindolin-2-one followed by N-alkylations with different haloesters (α-, β- or γ-). The resulting indoline ester derivatives were allowed to react both by addition of Grignard reagents to afford alcohols and by hydrolysis to afford acids. Particular attention has been given to the novel structures especially in regard to the promising pharmaceutical and therapeutic values associated with their skeletons.

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18

Brym, Markus, Cameron Jones, Mark Waugh, Evamarie Hey-Hawkins, and Felecite Majoumo. "Reactions of phosphavinyl Grignard reagents with aldehydes: synthesis, characterisation and further reactivity of β-phosphaallylic alcohols." New J. Chem. 27, no. 11 (2003): 1614–21. http://dx.doi.org/10.1039/b306607j.

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19

Song, Xiao-Nan, Lei Lu, Si-Kai Hua, Wei-Dong Chen, and Jiangmeng Ren. "One-pot synthesis of aromatic homoallylic alcohols from aldehydes and Grignard reagents promoted by Titanium(IV) tetraisopropanolate." Tetrahedron 70, no. 43 (October 2014): 7881–85. http://dx.doi.org/10.1016/j.tet.2014.08.070.

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20

Veselý, Zdeněk, Jiří Holubek, and Jan Trojánek. "Reactions in the series of substituted isoindolo[1,2-b][3]-benzazepin-5-ones." Collection of Czechoslovak Chemical Communications 52, no. 1 (1987): 233–41. http://dx.doi.org/10.1135/cccc19870233.

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In the reaction of 10,11-methylenedioxy-3,4,12-trimethoxy-7,8-dihydro-5H-isoindolo[1,2-b][3]-benzazepin-5-one (V) with benzyl alcohol and sodium benzyloxide nucleophilic substitution of the 4-methoxy group for benzyloxy group takes place under formation of 4-benzyloxy-3,12-dimethoxy-10,11-methylenedioxy-7,8-dihydro-5H-isoindolo[1,2-b][3]-benzazepin-5-one (VI). An analogous exchange converts compound V in the presence of corresponding alkoxides and alcohols to compounds VII-X. When reducing compound V with sodium dihydridobis(2-methoxyethoxy)aluminate the unstable base XI is formed which on reaction with trifluoroacetic acid gives the red trifluoroacetate XII. As a side product 3,12-dimethoxy-10,11-methylenedioxy-7,8-dihydroisoindolo[1,2-b][3]-benzazepin-5-one (XIII) is formed at the stage of the reduction of the nucleophilic substitution of the 4-methoxy group with the hydride anion. The reaction of compound V with various Grignard reagents always leads to the same product of phenolic character. Its structure XIV was confirmed by comparison of its mass spectra with those of the product of hydrogenolysis of compound VI. Compound VI and the product of benzylation of compound XIV were also identical.

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21

Zhao, Haiying, Wenyao Zhang, Shufeng Chen, and Zhanxi Bian. "Efficient Synthesis of α-Ferrocenyl Tertiary Alcohols Via CeCl3-Promoted Addition of Grignard Reagents to Large Hindered Ketones." Journal of Chemical Research 38, no. 9 (September 2014): 546–48. http://dx.doi.org/10.3184/174751914x14099355662182.

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22

Gündoğdu, Özlem, Pınar Turhan, Aytekin Köse, Ramazan Altundaş, and Yunus Kara. "Reaction of ( S )-homoserine lactone with Grignard reagents: synthesis of amino-keto-alcohols and β-amino acid derivatives." Tetrahedron: Asymmetry 28, no. 9 (September 2017): 1163–68. http://dx.doi.org/10.1016/j.tetasy.2017.08.009.

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23

Xie, Meihua, Chengyou Feng, Jitan Zhang, Changqing Liu, Kuang Fang, Guanying Shu, and Wansheng Zuo. "CuI-catalyzed tandem carbomagnesiation/carbonyl addition of Grignard reagents with acetylenic ketones: Convenient access to tetrasubstituted allylic alcohols." Journal of Organometallic Chemistry 696, no. 21 (October 2011): 3397–401. http://dx.doi.org/10.1016/j.jorganchem.2011.07.031.

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24

Liu, Changqing, Chao Zha, Jing Jia, Jian Fan, Zhenda Liang, Zhengchun Yin, Ying Sun, and Meihua Xie. "Three-component coupling of acetylenic sulfones, Grignard reagents and α, β-unsaturated carbonyls: A convenient synthesis of diallylic alcohols." Journal of Organometallic Chemistry 825-826 (December 2016): 75–82. http://dx.doi.org/10.1016/j.jorganchem.2016.10.026.

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25

Nobe, Youhei, Kyohei Arayama, and Hirokazu Urabe. "Air-Assisted Addition of Grignard Reagents to Olefins. A Simple Protocol for a Three-Component Coupling Process Yielding Alcohols." Journal of the American Chemical Society 127, no. 51 (December 2005): 18006–7. http://dx.doi.org/10.1021/ja055732b.

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26

Andrés, JoséM, Noemí de Elena, Rafael Pedrosa, and Alfonso Pérez-Encabo. "Efficient synthesis of syn-aziridino alcohols by chelation-controlled addition of dialkylzincs and Grignard reagents to N-benzylaziridino aldehydes." Tetrahedron 55, no. 49 (December 1999): 14137–44. http://dx.doi.org/10.1016/s0040-4020(99)00879-0.

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27

Imamoto, Tsuneo, Nobuyuki Takiyama, and Kimikazu Nakamura. "Cerium chloride-promoted nucleophilic addition of grignard reagents to ketones an efficient method for the synthesis of tertiary alcohols." Tetrahedron Letters 26, no. 39 (January 1985): 4763–66. http://dx.doi.org/10.1016/s0040-4039(00)94945-1.

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28

Song, Xiao-Nan, Lei Lu, Si-Kai Hua, Wei-Dong Chen, and Jiangmeng Ren. "ChemInform Abstract: One-Pot Synthesis of Aromatic Homoallylic Alcohols from Aldehydes and Grignard Reagents Promoted by Titanium(IV) Tetraisopropanolate." ChemInform 46, no. 10 (February 19, 2015): no. http://dx.doi.org/10.1002/chin.201510084.

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29

Menicagli, R., C. Malanga, B. Finato, and L. Lardicci. "Homoallylic alcohols from (Z)-1,4-di(2-tetrahydropyranyloxy)-but-2-ene and Grignard reagents: a promising four-carbon homologation." Tetrahedron Letters 29, no. 27 (January 1988): 3373–74. http://dx.doi.org/10.1016/0040-4039(88)85165-7.

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30

Hoppe, Dieter, Edith Beckmann, and Vidya Desai. "Stereospecific Reaction of α-Carbamoyloxy-2-alkenylboronates and α-Carbamoyloxy-alkylboronates with Grignard Reagents - Synthesis of Highly Enantioenriched Secondary Alcohols." Synlett, no. 13 (2004): 2275–80. http://dx.doi.org/10.1055/s-2004-832835.

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31

He, Ruoyu, Xiqing Jin, Hui Chen, Zhi-Tang Huang, Qi-Yu Zheng, and Congyang Wang. "Mn-Catalyzed Three-Component Reactions of Imines/Nitriles, Grignard Reagents, and Tetrahydrofuran: An Expedient Access to 1,5-Amino/Keto Alcohols." Journal of the American Chemical Society 136, no. 18 (April 28, 2014): 6558–61. http://dx.doi.org/10.1021/ja503520t.

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32

Xie, Meihua, Chengyou Feng, Jitan Zhang, Changqing Liu, Kuang Fang, Guanying Shu, and Wansheng Zuo. "ChemInform Abstract: CuI-Catalyzed Tandem Carbomagnesiation/Carbonyl Addition of Grignard Reagents with Acetylenic Ketones: Convenient Access to Tetrasubstituted Allylic Alcohols." ChemInform 43, no. 9 (February 2, 2012): no. http://dx.doi.org/10.1002/chin.201209042.

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33

Shintou, Taichi, Wataru Kikuchi, and Teruaki Mukaiyama. "New One-pot Cross-coupling Reaction between Grignard Reagents and Alkoxymethyldiphenylphosphonium Iodides in situ-Formed from Alcohols, Chlorodiphenylphosphine and Iodomethane." Chemistry Letters 32, no. 8 (August 2003): 676–77. http://dx.doi.org/10.1246/cl.2003.676.

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34

Wadman, Sjoerd, Richard Whitby, Clive Yeates, Philips Kocienski, and Kelvin Cooper. "An efficient and stereoselective synthesisi of homoallylic alcohols via nickel-catalysed coupling of 5-alkyl-2,3-dihydrofurans with Grignard reagents." Journal of the Chemical Society, Chemical Communications, no. 4 (1987): 241. http://dx.doi.org/10.1039/c39870000241.

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35

Zhang, Xiaobing, Zhan Lu, Chunling Fu, and Shengming Ma. "Synthesis of highly substituted allylic alcohols by a regio- and stereo-defined CuCl-mediated carbometallation reaction of 3-aryl-substituted secondary propargylic alcohols with Grignard reagents." Organic & Biomolecular Chemistry 7, no. 16 (2009): 3258. http://dx.doi.org/10.1039/b903769a.

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36

Han, Xinping, Yanhua Zhang, and Jimmy Wu. "Mild Two-Step Process for the Transition-Metal-Free Synthesis of Carbon−Carbon Bonds from Allylic Alcohols/Ethers and Grignard Reagents." Journal of the American Chemical Society 132, no. 12 (March 31, 2010): 4104–6. http://dx.doi.org/10.1021/ja100747n.

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37

Andres, Jose M., Noemi de Elena, Rafael Pedrosa, and Alfonso Perez-Encabo. "ChemInform Abstract: Efficient Synthesis of syn-Aziridino Alcohols by Chelation-Controlled Addition of Dialkylzincs and Grignard Reagents to N-Benzylaziridino Aldehydes." ChemInform 31, no. 9 (June 10, 2010): no. http://dx.doi.org/10.1002/chin.200009040.

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38

Kim, Hyoung Rae, Jong Hwan Song, Soo Young Rhie, and Eung K. Ryu. "Regioselective and Stereoselective 1,3-Dipolar Cycloadditions of Nitrile Oxide with Allylic Alcohols preparedIn Situfrom α,β-Unsaturated Carbonyl Compounds with Grignard Reagents." Synthetic Communications 25, no. 12 (June 1995): 1801–7. http://dx.doi.org/10.1080/00397919508015423.

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39

He, Ruoyu, Xiqing Jin, Hui Chen, Zhi-Tang Huang, Qi-Yu Zheng, and Congyang Wang. "ChemInform Abstract: Mn-Catalyzed Three-Component Reactions of Imines/Nitriles, Grignard Reagents, and Tetrahydrofuran: An Expedient Access to 1,5-Amino/Keto Alcohols." ChemInform 45, no. 47 (November 6, 2014): no. http://dx.doi.org/10.1002/chin.201447066.

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40

Han, Xinping, Yanhua Zhang, and Jimmy Wu. "ChemInform Abstract: Mild Two-Step Process for the Transition-Metal-Free Synthesis of Carbon-Carbon Bonds from Allylic Alcohols/Ethers and Grignard Reagents." ChemInform 41, no. 33 (July 24, 2010): no. http://dx.doi.org/10.1002/chin.201033040.

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41

Ma, Shengming, and Zhan Lu. "Copper(I)-Mediated Highly Stereoselectivesyn-Carbometalation of Secondary or Tertiary Propargylic Alcohols with Primary Grignard Reagents in Toluene with a High Linear Regioselectivity." Advanced Synthesis & Catalysis 348, no. 14 (September 2006): 1894–98. http://dx.doi.org/10.1002/adsc.200606004.

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42

Madduri, Ashoka V. R., Adriaan J. Minnaard, and Syuzanna R. Harutyunyan. "Access to chiral α-bromo and α-H-substituted tertiary allylic alcohols via copper(i) catalyzed 1,2-addition of Grignard reagents to enones." Organic & Biomolecular Chemistry 10, no. 14 (2012): 2878. http://dx.doi.org/10.1039/c2ob25080b.

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43

von dem Bussche-Hünnefeld, Joanna Linda, and Dieter Seebach. "Enantioselective preparation of sec. Alcohols from aldehydes and dialkyl zinc compounds, generated in situ from Grignard reagents, using substoichiometric amounts of TADDOL-titanates." Tetrahedron 48, no. 27 (July 1992): 5719–30. http://dx.doi.org/10.1016/0040-4020(92)80023-9.

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44

Yu, Da-Gang, Xin Wang, Ru-Yi Zhu, Shuang Luo, Xiao-Bo Zhang, Bi-Qin Wang, Lei Wang, and Zhang-Jie Shi. "Direct Arylation/Alkylation/Magnesiation of Benzyl Alcohols in the Presence of Grignard Reagents via Ni-, Fe-, or Co-Catalyzed sp3 C–O Bond Activation." Journal of the American Chemical Society 134, no. 36 (August 28, 2012): 14638–41. http://dx.doi.org/10.1021/ja307045r.

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45

Okamoto, Sentaro, Hiromi Tsujiyama, Toshiharu Yoshino, and Fumie Sato. "Synthesis of optically active γ-trimethylsilyl-β,γ-epoxy tertiary alcohols by the diastereoselective addition reaction of β-trimethylsilyl-α,β-epoxyketones with Grignard reagents." Tetrahedron Letters 32, no. 41 (October 1991): 5789–92. http://dx.doi.org/10.1016/s0040-4039(00)93556-1.

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46

MALANGA, C., R. MENICAGLI, and L. LARDICCI. "ChemInform Abstract: Efficient and Regiocontrolled Nickel(II)-Catalyzed Alkylation of 2- Alkyl-1,3-dioxep-4-enes by Grignard Reagents: A Simple Route to Allylic Alcohols." ChemInform 23, no. 24 (August 21, 2010): no. http://dx.doi.org/10.1002/chin.199224097.

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Madduri, Ashoba V. R., Adriaan J. Minnaard, and Syuzanna R. Harutyunyan. "ChemInform Abstract: Access to Chiral α-Bromo and α-H-Substituted Tertiary Allylic Alcohols via Copper(I) Catalyzed 1,2-Addition of Grignard Reagents to Enones." ChemInform 43, no. 34 (July 26, 2012): no. http://dx.doi.org/10.1002/chin.201234057.

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Yu, Da-Gang, Xin Wang, Ru-Yi Zhu, Shuang Luo, Xiao-Bo Zhang, Bi-Qin Wang, Lei Wang, and Zhang-Jie Shi. "ChemInform Abstract: Direct Arylation/Alkylation/Magnesiation of Benzyl Alcohols in the Presence of Grignard Reagents via Ni-, Fe-, or Co-Catalyzed sp3C-O Bond Activation." ChemInform 44, no. 9 (February 26, 2013): no. http://dx.doi.org/10.1002/chin.201309108.

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VON DEM BUSSCHE-HUENNEFELD, J. L., and D. SEEBACH. "ChemInform Abstract: Enantioselective Preparation of sec. Alcohols from Aldehydes and Dialkyl Zinc Compounds, Generated in situ from Grignard Reagents, Using Substoichiometric Amounts of TADDOL-Titanates." ChemInform 23, no. 43 (August 21, 2010): no. http://dx.doi.org/10.1002/chin.199243288.

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Satoh, Tsuyoshi, Shigeko Kobayashi, Shino Nakanishi, Kyoko Horiguchi, and Shiro Irisa. "Generation of oxiranyllithiums and oxiranyl Grignard reagents having a carbanion-destabilizing group from sulfinyloxiranes: Their property and an application to asymmetric synthesis of epoxides and alcohols." Tetrahedron 55, no. 9 (February 1999): 2515–28. http://dx.doi.org/10.1016/s0040-4020(99)00038-1.

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