The Experts below are selected from a list of 114 Experts worldwide ranked by ideXlab platform
Philip L. Fuchs - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of Termini-Differentiated 6-Carbon Stereotetrads: An Alkylative Oxidation Strategy for Preparation of the C21−C26 Segment of Apoptolidin1
Organic letters, 2002Co-Authors: Yuzhong Chen, Eduardo Torres, Jerry B. Evarts, Philip L. FuchsAbstract:Two methods have been developed for the synthesis of epoxide 36. The first uses (+)-pulegone 25 as an enantiopure starting material and introduces the requisite intricacy of target 22 in 12 operations. The second method employs an enantiospecific catalytic Jacobsen Epoxidation of 1a and is five operations shorter. The second sequence features an oxygen-directed alkylative oxidation reaction that re-establishes the dienyl sulfone functionality with concomitant 1,3-transposition of the sulfone moiety.
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Syntheses of Highly Substituted Enantiopure C6 and C7 Enones1
Journal of the American Chemical Society, 2002Co-Authors: Jerry B. Evarts, Eduardo Torres, Philip L. FuchsAbstract:Enantiopure epoxyvinyl sulfones SS-9a, SS-9b, produced from Jacobsen Epoxidation of 2-phenylsulfonyl 1,3-cyclohexa- and cycloheptadiene, are used as a template for the construction of substituted cycloalkenones and as chiral synthetic equivalents of enones a and b. The addition of carbon nucleophiles to SS-9a, SS-9b is high yielding and stereospecific. Enantiopure α,β- and γ-substituted cycloalkenones are easily constructed using a variety of methods.
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Synthesis of 6-carbon termini-differentiated stereotriads via symchiral 2-trifloxy-1,3-cyclohexadiene monoepoxide☆
Tetrahedron Letters, 1999Co-Authors: Murphy Hentemann, Philip L. FuchsAbstract:Abstract Jacobsen Epoxidation of 2-trifloxy-1,3-cyclohexadiene provides a valuable asymmetric monoepoxide product that can be readily manipulated to efficiently provide highly-functionalized symchiral cyclic and acyclic synthons.
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Synthesis of a family of epoxyvinyltriflate stereotetrads from 4-hydroxycyclohex-2-en-1-one
Tetrahedron Letters, 1999Co-Authors: Jerry B. Evarts, Philip L. FuchsAbstract:Abstract 4-Hydroxy cylohex-2-en-1-one can be converted into a family of highly oxygenated cyclohexyl epoxyvinyltriflates by Epoxidation, rearrangement, and Epoxidation. Furthermore, double stereoselection via Jacobsen Epoxidation enables synthesis of compounds such as 20a which were previously very difficult to prepare.
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Scope and limitations in the Jacobsen Epoxidation of dienyl sulfones
Tetrahedron Letters, 1997Co-Authors: Murphy Hentemann, Philip L. FuchsAbstract:Abstract Symchiral (salen)Mn(III)Cl complexes catalyze the Epoxidation of 2-sulfonyl, 1,3 cyclic dienes with exceptional enantioselectivity. The incorporation of the sulfone moiety increases the enantioselectivity by up to 30%, relative to the unsubstituted cyclic 1,3-diene.
P L Fuchs - One of the best experts on this subject based on the ideXlab platform.
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Jacobsen protocols for large scale Epoxidation of cyclic dienyl sulfones application to the pretazettine core
Organic Letters, 2012Co-Authors: Reza G Ebrahimian, Xavier Mollat Du Jourdin, P L FuchsAbstract:A Jacobsen Epoxidation protocol using H2O2 as oxidant was designed for the large-scale preparation of various epoxy vinyl sulfones. A number of cocatalysts were screened, and pH control led to increased reaction rate, higher turnover number, and improved reliability.
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Jacobsen Protocols for Large-Scale Epoxidation of Cyclic Dienyl Sulfones: Application to the (+)-Pretazettine Core
Organic Letters, 2012Co-Authors: G. Reza Ebrahimian, Xavier Mollat Du Jourdin, P L FuchsAbstract:A Jacobsen Epoxidation protocol using H2O2 as oxidant was designed for the large-scale preparation of various epoxy vinyl sulfones. A number of cocatalysts were screened, and pH control led to increased reaction rate, higher turnover number, and improved reliability.
Jerry B. Evarts - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of Termini-Differentiated 6-Carbon Stereotetrads: An Alkylative Oxidation Strategy for Preparation of the C21−C26 Segment of Apoptolidin1
Organic letters, 2002Co-Authors: Yuzhong Chen, Eduardo Torres, Jerry B. Evarts, Philip L. FuchsAbstract:Two methods have been developed for the synthesis of epoxide 36. The first uses (+)-pulegone 25 as an enantiopure starting material and introduces the requisite intricacy of target 22 in 12 operations. The second method employs an enantiospecific catalytic Jacobsen Epoxidation of 1a and is five operations shorter. The second sequence features an oxygen-directed alkylative oxidation reaction that re-establishes the dienyl sulfone functionality with concomitant 1,3-transposition of the sulfone moiety.
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Syntheses of Highly Substituted Enantiopure C6 and C7 Enones1
Journal of the American Chemical Society, 2002Co-Authors: Jerry B. Evarts, Eduardo Torres, Philip L. FuchsAbstract:Enantiopure epoxyvinyl sulfones SS-9a, SS-9b, produced from Jacobsen Epoxidation of 2-phenylsulfonyl 1,3-cyclohexa- and cycloheptadiene, are used as a template for the construction of substituted cycloalkenones and as chiral synthetic equivalents of enones a and b. The addition of carbon nucleophiles to SS-9a, SS-9b is high yielding and stereospecific. Enantiopure α,β- and γ-substituted cycloalkenones are easily constructed using a variety of methods.
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Synthesis of a family of epoxyvinyltriflate stereotetrads from 4-hydroxycyclohex-2-en-1-one
Tetrahedron Letters, 1999Co-Authors: Jerry B. Evarts, Philip L. FuchsAbstract:Abstract 4-Hydroxy cylohex-2-en-1-one can be converted into a family of highly oxygenated cyclohexyl epoxyvinyltriflates by Epoxidation, rearrangement, and Epoxidation. Furthermore, double stereoselection via Jacobsen Epoxidation enables synthesis of compounds such as 20a which were previously very difficult to prepare.
Xavier Mollat Du Jourdin - One of the best experts on this subject based on the ideXlab platform.
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Jacobsen protocols for large scale Epoxidation of cyclic dienyl sulfones application to the pretazettine core
Organic Letters, 2012Co-Authors: Reza G Ebrahimian, Xavier Mollat Du Jourdin, P L FuchsAbstract:A Jacobsen Epoxidation protocol using H2O2 as oxidant was designed for the large-scale preparation of various epoxy vinyl sulfones. A number of cocatalysts were screened, and pH control led to increased reaction rate, higher turnover number, and improved reliability.
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Jacobsen Protocols for Large-Scale Epoxidation of Cyclic Dienyl Sulfones: Application to the (+)-Pretazettine Core
Organic Letters, 2012Co-Authors: G. Reza Ebrahimian, Xavier Mollat Du Jourdin, P L FuchsAbstract:A Jacobsen Epoxidation protocol using H2O2 as oxidant was designed for the large-scale preparation of various epoxy vinyl sulfones. A number of cocatalysts were screened, and pH control led to increased reaction rate, higher turnover number, and improved reliability.
Feringa, Ben L. - One of the best experts on this subject based on the ideXlab platform.
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Crystal and Molecular Structure and Reactivity of Jacobsen Epoxidation Catalyst N,N’-di(3-t-butyl-5-methyl salicylidene)cyclohexanediamine manganese(III)chloride·MeCN
1994Co-Authors: Rispens, Minze T., Meetsma Auke, Feringa, Ben L.Abstract:The molecular structure of Jacobsen Epoxidation catalyst N,N’-di(3-t-butyl-5-methyl salicylidene)cyclohexanediamine manganese(III)chloride·MeCN is determined by single crystal X-ray and UV-Vis analysis. The Epoxidation of dihydronaphthalene and dimethylchromene with amorphous and crystalline catalyst gave comparable enantiomeric excesses of 69 % and 92 % respectively.
