Relevant bibliographies by topics / Alkene dihydroxylation

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  1. Journal articles
  2. Dissertations / Theses
  3. Book chapters

Academic literature on the topic 'Alkene dihydroxylation'

Author: Grafiati
Published: 7 September 2021
Last updated: 29 July 2025

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Journal articles on the topic "Alkene dihydroxylation"

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Cambie, Richard C., Russell B. Clark, Peter S. Rutledge, and J. J. Rustenhoven. "Experiments Directed Towards the Synthesis of Anthracyclinones. XXXVI Asymmetric Dihydroxylations of Alkylidene Anthracyclinones." Australian Journal of Chemistry 52, no. 8 (1999): 781. http://dx.doi.org/10.1071/ch99014.

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The methylidene tetracycle (2) has been synthesized in 11 steps from quinizarin (5) in an overall yield of 38% by using a highly ecient selective dihydroxylation step and an intramolecular ene cyclization. Also prepared with the selective dihydroxylation methodology were the silyloxy alkene (3) and the 6-demethoxy alkene (4). A mixture (1 : 2) of the (E)- and (Z)-isomers of the ethylidene compound (6) has been prepared by similar methods. The products resulting from the reactions of AD-mix-α and AD-mix-β on the alkenes (1)–(3) and (6) have been investigated and their stereochemistries assigned
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Fraňová, Paula, Štefan Marchalín, Peter Šafář, et al. "Smart and concise entry to chiral spiro[cyclopentane-indolizidine]-tetraol diastereomers as a new aza-spirocyclic framework." New Journal of Chemistry 45, no. 35 (2021): 15956–67. http://dx.doi.org/10.1039/d1nj02180j.

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Griffith, James C., Kevin M. Jones, Sylvain Picon, et al. "Alkene Syn Dihydroxylation with Malonoyl Peroxides." Journal of the American Chemical Society 132, no. 41 (2010): 14409–11. http://dx.doi.org/10.1021/ja1066674.

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Alamillo-Ferrer, Carla, Stuart C. Davidson, Michael J. Rawling, et al. "Alkene anti-Dihydroxylation with Malonoyl Peroxides." Organic Letters 17, no. 20 (2015): 5132–35. http://dx.doi.org/10.1021/acs.orglett.5b02674.

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Hussein, Aqeel A., Yumiao Ma, and Gamal A. I. Moustafa. "Predominance of the second cycle in homogeneous Os-catalyzed dihydroxylation: the nature of Os(vi) → Os(viii) reoxidation and unprecedented roles of amine-N-oxides." Catalysis Science & Technology 12, no. 3 (2022): 880–93. http://dx.doi.org/10.1039/d1cy02107a.

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Our detailed DFT study of Os-catalyzed alkene dihydroxylation revealed that the reaction predominantly proceeds via a second cycle initiated by the formation of a putative Os(viii)trioxoglycolate as a highly reactive intermediate.
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Mushtaq, Aqsa, Ameer Fawad Zahoor, Muhammad Bilal, et al. "Sharpless Asymmetric Dihydroxylation: An Impressive Gadget for the Synthesis of Natural Products: A Review." Molecules 28, no. 6 (2023): 2722. http://dx.doi.org/10.3390/molecules28062722.

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Sharpless asymmetric dihydroxylation is an important reaction in the enantioselective synthesis of chiral vicinal diols that involves the treatment of alkene with osmium tetroxide along with optically active quinine ligand. Sharpless introduced this methodology after considering the importance of enantioselectivity in the total synthesis of medicinally important compounds. Vicinal diols, produced as a result of this reaction, act as intermediates in the synthesis of different naturally occurring compounds. Hence, Sharpless asymmetric dihydroxylation plays an important role in synthetic organic
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Alamillo-Ferrer, Carla, Stuart C. Davidson, Michael J. Rawling, et al. "ChemInform Abstract: Alkene anti-Dihydroxylation with Malonoyl Peroxides." ChemInform 47, no. 8 (2016): no. http://dx.doi.org/10.1002/chin.201608069.

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Griffith, James C., Kevin M. Jones, Sylvain Picon, et al. "ChemInform Abstract: Alkene Syn Dihydroxylation with Malonoyl Peroxides." ChemInform 42, no. 9 (2011): no. http://dx.doi.org/10.1002/chin.201109037.

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Picon, Sylvain, Michael Rawling, Matthew Campbell, and Nicholas C. O. Tomkinson. "Alkene Dihydroxylation with Malonoyl Peroxides: Catalysis Using Fluorinated Alcohols." Organic Letters 14, no. 24 (2012): 6250–53. http://dx.doi.org/10.1021/ol3030154.

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Tetour, David, Tomáš Paška, Veronika Máková, et al. "Cinchonine-based organosilica materials as heterogeneous catalysts of enantioselective alkene dihydroxylation." Journal of Catalysis 404 (December 2021): 493–500. http://dx.doi.org/10.1016/j.jcat.2021.10.015.

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Dissertations / Theses on the topic "Alkene dihydroxylation"

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Prat, Casellas Irene. "Bioinspired non-heme iron catalysts for challenging oxidative transformations: mechanistic studies and catalytic applications on selective alkane hydroxylation and alkene cis-dihydroxilation." Doctoral thesis, Universitat de Girona, 2013. http://hdl.handle.net/10803/117778.

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The functionalization of hydrocarbons in a sustainable manner is one of the main challenges for chemists. Their abundance in nature as natural gas or crude oil makes them the most convenient chemical feedstock. The oxidation of hydrocarbons is one of the most interesting reactions, because the introduction of an oxygen atom introduces functionality in these molecules, increasing their value as reagents for further chemical transformation. However, these reactions are fundamentally difficult due to the low reactivity of alkyl C-H bonds. Current available methodologies involve highly reactive-ox
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Yip, Wing-ping, and 葉永平. "Alkane C-H bond oxidations and alkene dihydroxylations by oxorutheniumcomplexes of chelating tertiary amine ligands." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2004. http://hub.hku.hk/bib/B31246254.

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Jones, Kevin M. "On the metal-free dihydroxylation of alkenes." Thesis, Cardiff University, 2010. http://orca.cf.ac.uk/54996/.

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This thesis describes the development of a metal-free dihydroxylation procedure based on the reactivity of malonoyl peroxide derivatives. Chapter 1 provides an overview of the current methods available for the preparation of 5yw-l,2-diols. Emphasis has been placed on describing the advantages and limitations of each system in order to highlight areas which require further improvement. Chapter 2 describes previous work on the reaction of phthaloyl peroxide (PPO) with alkenes and details a series of exploratory investigations, performed in an effort to develop a new catalytic dihydroxylation pro
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Rawling, Michael J. "Metal-free syn-dihydroxylation of alkenes using malonoyl peroxides." Thesis, University of Strathclyde, 2013. http://oleg.lib.strath.ac.uk:80/R/?func=dbin-jump-full&object_id=25565.

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This thesis describes the successful application of cyclopropyl malonoyl peroxide II in the metal-free syn-dihydroxylation of alkenes I. Chapter 1 outlines the available metal-free methods for achieving syn-1,2- dioxygenation of alkenes. The use of hypervalent iodine, selenium, sulfur and peroxide reagents are discussed in terms of the advantages and limitations of each method. Chapter 2 details a mechanistic investigation into the dihydroxylation reaction using cyclopropyl malonoyl peroxide II. Through kinetic studies, Hammett analysis, multiple isotopic labelling experiments, NMR investigati
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Liu, Renmao. "Asymmetric dihydroxylation and aziridination of allenes and related chemestry /." Diss., CLICK HERE for online access, 2007. http://contentdm.lib.byu.edu/ETD/image/etd1843.pdf.

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Gally, Christine [Verfasser], and Bernhard [Akademischer Betreuer] Hauer. "Enzymatic asymmetric dihydroxylation of alkenes / Christine Gally ; Betreuer: Bernhard Hauer." Stuttgart : Universitätsbibliothek der Universität Stuttgart, 2016. http://d-nb.info/1118370341/34.

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Liu, Renmao. "Asymmetric Dihydroxylation and Aziridination of Allenes and Related Chemistry." BYU ScholarsArchive, 2007. https://scholarsarchive.byu.edu/etd/899.

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A novel method for asymmetric synthesis of α-hydroxy ketone with excellent regio- and stereoselectivity has been established by the systematic investigation of asymmetric dihydroxylation of allenes. The efficiency of kinetic resolution of racemic allenes was also investigated by using the AD reaction on both 1,3-disubstituted and trisubstituted allenes. Steric effects, electronic effects and allene substitution are also discussed. Aziridines were formed by copper-catalyzed intramolecular nitrene addition to alkenes. The carbamate group was used as the tether between the alkene and the nitrene.
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Boer, Johannes Wietse de. "cis-Dihydroxylation and epoxidation of alkenes by manganese catalysts selectivity, reactivity and mechanism /." [S.l. : [Groningen : s.n.] ; University Library Groningen] [Host], 2008. http://irs.ub.rug.nl/ppn/.

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Chow, Wai-shan, and 周慧珊. "Non-heme iron(III) complexes catalyzed oxidation of saturated hydrocarbons and cis-dihydroxylation of alkenes." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2010. http://hub.hku.hk/bib/B44711827.

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Reddy, S. R. "Enantioselective synthesis of bioactive molecules via hydrolytic kinetic resolution of alkoxy epoxides, dihydroxylation of alkenes and CuCN-mediated annulations in C-C, C-O bond formation." Thesis(Ph.D.), CSIR-National Chemical Laboratory, Pune, 2012. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/1910.

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Book chapters on the topic "Alkene dihydroxylation"

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Tse, Man Kin, Kristin Schröder, and Matthias Beller. "Recent Developments in Metal-Catalyzed Dihydroxylation of Alkenes." In Modern Oxidation Methods. Wiley-VCH Verlag GmbH & Co. KGaA, 2010. http://dx.doi.org/10.1002/9783527632039.ch1.

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Drudis-Solé, Galí, Gregori Ujaque, Feliu Maseras, and Agustí Lledós. "Enantioselectivity in the Dihydroxylation of Alkenes by Osmium Complexes." In Topics in Organometallic Chemistry. Springer Berlin Heidelberg, 2005. http://dx.doi.org/10.1007/b104399.

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Procter, Garry. "Oxidation." In Stereoselectivity in Organic Synthesis. Oxford University Press, 1998. http://dx.doi.org/10.1093/hesc/9780198559573.003.0008.

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This chapter addresses oxidation. The oxidation of alkenes can be a powerful method for stereoselective synthesis, and the reactions that the chapter considers are oxidations of alkenes to give epoxides, 1,2-diols, or 1,2-amino alcohols. Epoxides are usually obtained by oxidation of an alkene and are particularly useful as intermediates for organic synthesis, as they can undergo highly selective ring openings with nucleophilic reagents. The epoxidation process usually involves retention of configuration of the alkene, and the ring opening reaction is usually an S<sub>N</sub>2 process. Meanwhil
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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 Ins
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Taber, Douglass F. "Reactions of Alkenes." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0030.

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Fung-E Hong of the National Chung Hsing University devised (Adv. Synth. Catal. 2011, 353, 1491) a protocol for the oxidative cleavage of an alkene 1 (or an alkyne) to the carboxylic acid 2. Patrick H. Dussault of the University of Nebraska found (Synthesis 2011, 3475) that Na triacetoxyborohydride reduced the methoxy hydroperoxide from the ozonolysis of 3 to the aldehyde 4. Reductive amination of 4 can be effected in the same pot with the same reagent. Philippe Renaud of the University of Bern used (J. Am. Chem. Soc. 2011, 133, 5913) air to promote the free radical reduction to 6 of the interm
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Taber, Douglass F. "Functionalization and Homologation of Alkenes." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0029.

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Masahito Ochiai developed (Org. Highlights, March 24, 2008) the iodosobenzene-mediated cleavage of alkenes to keto aldehydes. Thottumkara K. Vinod of Western Illinois University described (Org. Lett. 2010, 12, 5640) a modified protocol that delivered the keto acid 2. Chi-Ming Che of the University of Hong Kong established (J. Am. Chem. Soc. 2010, 132, 13229) a method for the preparative scale Fe-catalyzed cis dihydroxylation of an alkene 3. Ilhyong Ryu of Osaka Prefecture University devised (Synlett 2010, 2014) a practical procedure for the free radical addition of HBr to an alkene 5. Tetsuo O
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Taber, Douglass F. "Functional Group Transformation: The Castle Synthesis of Celogentin C." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0004.

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Mark Cushman of Purdue University found (J. Org. Chem. 2010, 75, 3507) that a benzylic methyl ether 1 could be converted to the aldehyde 2 by N -bromosuccinimide. Two equivalents of NBS gave the methyl ester. Ning Jiao of Peking University used (Organic Lett. 2010, 12, 2888) NaN3 followed by DDQ to oxidize a benzylic halide 3 to the nitrile 4. Hugues Miel of Almac Sciences oxidized (Tetrahedron Lett. 2010, 51, 3216) the ketone 5 to the nitro derivative 6. The oxidative conversion of the nitro compound 7 to the ketone 8 described (Tetrahedron Lett. 2009, 50, 6389) by Vera L. Patrocinio Pereira
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Taber, Douglass F. "The Baran Synthesis of Vinigrol." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0091.

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The diterpene vinigrol 3, isolated from Virgaria nigra F-5408, has eluded total synthesis for more than 20 years. Attempts to construct the four-carbon bridge on a preformed cis-decalin have been unavailing. Phil S. Baran of Scripps/La Jolla solved (Angewandte Chem. Int. Ed. 2008, 47, 3054; J. Am. Chem. Soc. 2009, 131, 17066) this problem by adding the extra C-C bond of 1, which could then be cleaved in course of a Grob fragmentation, leading to 2. The preparation of 1 started with the dihydroresorcinol derivative 4. Diels-Alder addition of the ester 5 gave 6, with a modest 2:1 dr. Addition of
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Taber, Douglass F. "Advances in Alkene Metathesis: The Hoveyda Synthesis of (+)-Quebrachamine." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0030.

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There are two major impediments to scaling up alkene metathesis: reducing the amount of the expensive Ru catalyst required, and minimizing residual Ru in the product. Robert H. Grubbs of Caltech developed (Organic Lett. 2009, 11, 1261) a family of silica-supported Ru complexes, exemplified by 1. At 0.75 mol % of 1, the rate of cyclization of 2 to 3 was maintained over eight cycles. The solution of product 3 showed &lt; 5 ppb Ru. Hassan S. Bazzi and David E. Bergbreiter of the Texas A&amp;M campuses in Qatar and College Station also reported (Organic Lett. 2009, 11, 665) a durable polymer-bound
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Taber, Douglass. "The Paquette Synthesis of Fomannosin." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0096.

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The compact sesquiterpene ( + )-fomannosin 3, isolated from the pathogenic fungus Fomes annonsus, presents an interesting set of challenges for the organic synthesis chemist, ranging from the strained cyclobutene to the easily epimerized cyclopentanone. In the synthesis of 3 developed (J. Org. Chem . 2008, 73, 4548) by Leo A. Paquette of Ohio State University, the cyclopentane was constructed by ring-closing metathesis of 1. The real challenge of the synthesis was the enantiospecific preparation of 1 from D-glucose. The starting point for the preparation of 1 was the glucose derivative 4. Sele
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