The Experts below are selected from a list of 183 Experts worldwide ranked by ideXlab platform
Benjamin List - One of the best experts on this subject based on the ideXlab platform.
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asymmetric counteranion directed catalytic hosomi Sakurai Reaction
ChemInform, 2013Co-Authors: Manuel Mahlau, Pilar Garciagarcia, Benjamin ListAbstract:This method gives aryl-substituted homoallylic alcohols from aryl aldehydes in good yields and with good enantioselectivities.
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asymmetric counteranion directed catalytic hosomi Sakurai Reaction
Chemistry: A European Journal, 2012Co-Authors: Manuel Mahlau, Pilar Garciagarcia, Benjamin ListAbstract:We thank Melanie Gossens for technical support. Furthermore, help from our analytical departments, especially our GC and MS facilities is gratefully acknowledged. We thank the Max Planck Society, the European Research Council (Advanced Grant "High Performance Lewis Acid Organocatalysis, HIPOCAT" to B.L.), the Fonds der Chemischen Industrie (Fellowship to M.M.), and the Spanish Ministerio de Educacion y Ciencia (Fellowship to P.G.G.) for generous support.
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Asymmetric counteranion-directed catalytic Hosomi-Sakurai Reaction.
Chemistry: A European Journal, 2012Co-Authors: Manuel Mahlau, Pilar Garcia‐garcia, Benjamin ListAbstract:: Counteranion control enables the enantioselective, organo Lewis acid catalyzed Hosomi-Sakurai Reaction of (hetero)aromatic aldehydes and allylsilanes using an easily handled disulfonimide precatalyst (see scheme). The key to the success of this system is to turn the usually undesired silylium ion catalysis into the desired catalytic regime and pair the cation with an enantiopure disulfonimide anion, thereby applying the concept of asymmetric counteranion-directed catalysis.
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efficient bronsted acid catalyzed hosomi Sakurai Reaction of acetals
Synlett, 2006Co-Authors: Daniela Kampen, Benjamin ListAbstract:Acetals react with allyltrimethylsilane in the presence of a catalytic amount of sulfonic acids to give the corresponding homoallylic ethers in high yields. The scope of the Reaction is broad and both aromatic as well as aliphatic acetals can readily be used.
Manuel Mahlau - One of the best experts on this subject based on the ideXlab platform.
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asymmetric counteranion directed catalytic hosomi Sakurai Reaction
ChemInform, 2013Co-Authors: Manuel Mahlau, Pilar Garciagarcia, Benjamin ListAbstract:This method gives aryl-substituted homoallylic alcohols from aryl aldehydes in good yields and with good enantioselectivities.
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asymmetric counteranion directed catalytic hosomi Sakurai Reaction
Chemistry: A European Journal, 2012Co-Authors: Manuel Mahlau, Pilar Garciagarcia, Benjamin ListAbstract:We thank Melanie Gossens for technical support. Furthermore, help from our analytical departments, especially our GC and MS facilities is gratefully acknowledged. We thank the Max Planck Society, the European Research Council (Advanced Grant "High Performance Lewis Acid Organocatalysis, HIPOCAT" to B.L.), the Fonds der Chemischen Industrie (Fellowship to M.M.), and the Spanish Ministerio de Educacion y Ciencia (Fellowship to P.G.G.) for generous support.
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Asymmetric counteranion-directed catalytic Hosomi-Sakurai Reaction.
Chemistry: A European Journal, 2012Co-Authors: Manuel Mahlau, Pilar Garcia‐garcia, Benjamin ListAbstract:: Counteranion control enables the enantioselective, organo Lewis acid catalyzed Hosomi-Sakurai Reaction of (hetero)aromatic aldehydes and allylsilanes using an easily handled disulfonimide precatalyst (see scheme). The key to the success of this system is to turn the usually undesired silylium ion catalysis into the desired catalytic regime and pair the cation with an enantiopure disulfonimide anion, thereby applying the concept of asymmetric counteranion-directed catalysis.
Yoshinosuke Usuki - One of the best experts on this subject based on the ideXlab platform.
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2 fluoro 3 phenyl allyltrimethylsilane a new fluorinated reagent for hosomi Sakurai Reaction
ChemInform, 2010Co-Authors: Tsuyoshi Hayashi, Yoshinosuke UsukiAbstract:The addition of the title silane (III) to aldehydes (IV) leads to the fluorinated syn-alcohols (V) as sole or main Reaction products.
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2 fluoro 3 phenyl allyltrimethylsilane a new fluorinated reagent for hosomi Sakurai Reaction
Journal of Fluorine Chemistry, 2010Co-Authors: Tsuyoshi Hayashi, Yoshinosuke UsukiAbstract:Abstract 2-Fluoro-3-phenyl-allyltrimethylsilane, prepared from β-fluorinated allylic acetate via a π-allylpalladium intermediate, reacted with various aldehydes and acetals in the presence of TiCl4 to afford the corresponding homoallyl alcohols and homoallyl ethers, respectively, in good to moderate yields.
Jingping Zhang - One of the best experts on this subject based on the ideXlab platform.
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interruption of formal schmidt rearrangement hosomi Sakurai Reaction of vinyl azides with allyl propargylsilanes
Organic Letters, 2018Co-Authors: Guichun Fang, Haiyan Yuan, Jingping ZhangAbstract:An interrupted Schmidt rearrangement/Hosomi–Sakurai Reaction of N-tosyl and S-substituted vinyl azides is reported. With BF3·Et2O as a Lewis acid promoter, the denitrogenative fragmentation of vinyl azides facilitates the generation of the N/S-stabilized carbocations, which further undergo nucleophilic addition by allyl/propargylsilanes for C–C bond formation. As a result, a variety of homoallylic/allenylic amines can be afforded in good yields under mild Reaction conditions with well-defined functional-group tolerance.
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Interruption of Formal Schmidt Rearrangement/Hosomi–Sakurai Reaction of Vinyl Azides with Allyl/Propargylsilanes
2018Co-Authors: Guichun Fang, Haiyan Yuan, Jingping Zhang, Zhenhua Liu, Shanshan Cao, Ling PanAbstract:An interrupted Schmidt rearrangement/Hosomi–Sakurai Reaction of N-tosyl and S-substituted vinyl azides is reported. With BF3·Et2O as a Lewis acid promoter, the denitrogenative fragmentation of vinyl azides facilitates the generation of the N/S-stabilized carbocations, which further undergo nucleophilic addition by allyl/propargylsilanes for C–C bond formation. As a result, a variety of homoallylic/allenylic amines can be afforded in good yields under mild Reaction conditions with well-defined functional-group tolerance
Nuno Maulide - One of the best experts on this subject based on the ideXlab platform.
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development of a reductive hosomi Sakurai Reaction
Tetrahedron, 2018Co-Authors: Adriano Bauer, Nuno MaulideAbstract:Abstract Herein we present a full account on the reductive Hosomi-Sakurai Reaction along with some insight into the Reaction mechanism. Stereoselectivity appears to be highest when the crucial carbocation intermediate, derived by protonation of the homoallylic ether, is sufficiently stabilized to ensure that the hydride transfer becomes rate-determining. This hypothesis is supported by experiment and mechanistic analysis.
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a stereoselective reductive hosomi Sakurai Reaction
Organic Letters, 2018Co-Authors: Adriano Bauer, Nuno MaulideAbstract:A novel reductive variant of the classical Hosomi–Sakurai Reaction is reported. This transformation hinges on a redox-neutral, stereoselective internal reduction event under mild conditions. This operationally simple Reaction relies on readily available starting materials and leads to useful products in diastereoselectivities of up to 7:1. The versatility of this new method is demonstrated through the stereoselective one-step synthesis of an AChE inhibitor.
