The Experts below are selected from a list of 51 Experts worldwide ranked by ideXlab platform
André Mann - One of the best experts on this subject based on the ideXlab platform.
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Expeditious Syntheses of (±)-allo-Sedamine and (±)-allo-Lobeline via a Combinationof Aza-Sakurai-Hosomi and Hydroformylation Reactions
Synlett, 2008Co-Authors: Thomas Spangenberg, Manuella Billet, Etienne Airiau, Morgan Donnard, André MannAbstract:The expeditious preparation of alto-sedamine and allolobeline via 1,3-diastereoselective aza-Sakurai-Hosomi Reaction followed by hydroformylation is reported.
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Unexpected 1,2 syn diastereoselectivity in the three-component ‘aza Sakurai–Hosomi’ Reaction
Tetrahedron Letters, 2005Co-Authors: Jean‐rene Ella‐menye, William Dobbs, Manuella Billet, Philippe Klotz, André MannAbstract:Abstract The three-component ‘aza Sakurai–Hosomi’ Reaction performed on (±) O-protected mandelic aldehydes provided the unexpected syn hydroxy homoallylamines 2 and 2d as the major adducts. An intramolecular chelated transition state via a hydrogen bond is proposed to explain this 1,2 syn diastereoselectivity.
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unexpected 1 2 syn diastereoselectivity in the three component aza sakurai Hosomi Reaction
Tetrahedron Letters, 2005Co-Authors: Jeanrene Ellamenye, William Dobbs, Manuella Billet, Philippe Klotz, André MannAbstract:Abstract The three-component ‘aza Sakurai–Hosomi’ Reaction performed on (±) O-protected mandelic aldehydes provided the unexpected syn hydroxy homoallylamines 2 and 2d as the major adducts. An intramolecular chelated transition state via a hydrogen bond is proposed to explain this 1,2 syn diastereoselectivity.
Jian Zhou - One of the best experts on this subject based on the ideXlab platform.
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A highly efficient Hg(OTf)2-mediated Sakurai–Hosomi allylation of N-tert-butyloxycarbonylamino sulfones, aldehydes, fluoroalkyl ketones and α,β-unsaturated enones using allyltrimethylsilane
Organic chemistry frontiers, 2019Co-Authors: Yi Gong, Feng Zhou, Ying Zhou, Jian ZhouAbstract:It is reported that cheap and easily available Hg(OTf)2 can efficiently mediate the Sakurai–Hosomi Reaction of N-tert-butyloxycarbonyl (Boc) amino sulfones, aldehydes, and α-fluoroalkyl ketones using allyltrimethylsilane, with the catalyst loading down to 0.5–5.0 mol%, enabling the facile access to synthetically valuable homoallylic alcohols or amines, respectively. A chemoselective 1,4-allylation of α,β-unsaturated enones is also achieved under the catalysis of 5.0 mol% Hg(OTf)2. In most cases, Hg(OTf)2 exhibited intriguing properties superior to those of commonly used metal Lewis acids for such Reactions, suggesting that mercury catalysis is worthwhile to explore.
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a highly enantioselective hg ii catalyzed sakurai Hosomi Reaction of isatins with allyltrimethylsilanes
Organic and Biomolecular Chemistry, 2016Co-Authors: Jiasheng Jiang, Jian ZhouAbstract:A chiral complex derived from (S)-difluorophos and Hg(OTf)2 is identified as a powerful catalyst for the Sakurai–Hosomi Reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5–1.0 mol% of catalyst loading.
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A highly enantioselective Hg(II)-catalyzed Sakurai–Hosomi Reaction of isatins with allyltrimethylsilanes
Organic and Biomolecular Chemistry, 2016Co-Authors: Jiasheng Jiang, Jian ZhouAbstract:A chiral complex derived from (S)-difluorophos and Hg(OTf)2 is identified as a powerful catalyst for the Sakurai–Hosomi Reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5–1.0 mol% of catalyst loading.
Akio Baba - One of the best experts on this subject based on the ideXlab platform.
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indium iii chloride chlorotrimethylsilane as a highly active lewis acid catalyst system for the sakurai Hosomi Reaction
European Journal of Organic Chemistry, 2002Co-Authors: Yoshiyuki Onishi, Makoto Yasuda, Akio BabaAbstract:The indium(III) chloride/chlorotrimethylsilane system acts as a catalyst for the Sakurai−Hosomi Reaction between allylsilanes and aldehydes. When γ-substituted allylsilanes such as crotylsilane and prenylsilane are used a high regioselectivity for γ-addition is observed. Smaller amounts of the catalyst (5 mol %) effectively afforded the allylation products, although larger amounts (20 mol %) gave no product whatsoever. Other group 13 Lewis acids such as AlCl3 and BF3·OEt2 did not have catalytic activity even when combined with chlorotrimethylsilane. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
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Indium(III) Chloride/Chlorotrimethylsilane as a Highly Active Lewis Acid Catalyst System for the Sakurai−Hosomi Reaction
European Journal of Organic Chemistry, 2002Co-Authors: Yoshiyuki Onishi, Makoto Yasuda, Akio BabaAbstract:The indium(III) chloride/chlorotrimethylsilane system acts as a catalyst for the Sakurai−Hosomi Reaction between allylsilanes and aldehydes. When γ-substituted allylsilanes such as crotylsilane and prenylsilane are used a high regioselectivity for γ-addition is observed. Smaller amounts of the catalyst (5 mol %) effectively afforded the allylation products, although larger amounts (20 mol %) gave no product whatsoever. Other group 13 Lewis acids such as AlCl3 and BF3·OEt2 did not have catalytic activity even when combined with chlorotrimethylsilane. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
Manuella Billet - One of the best experts on this subject based on the ideXlab platform.
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Expeditious Syntheses of (±)-allo-Sedamine and (±)-allo-Lobeline via a Combinationof Aza-Sakurai-Hosomi and Hydroformylation Reactions
Synlett, 2008Co-Authors: Thomas Spangenberg, Manuella Billet, Etienne Airiau, Morgan Donnard, André MannAbstract:The expeditious preparation of alto-sedamine and allolobeline via 1,3-diastereoselective aza-Sakurai-Hosomi Reaction followed by hydroformylation is reported.
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Unexpected 1,2 syn diastereoselectivity in the three-component ‘aza Sakurai–Hosomi’ Reaction
Tetrahedron Letters, 2005Co-Authors: Jean‐rene Ella‐menye, William Dobbs, Manuella Billet, Philippe Klotz, André MannAbstract:Abstract The three-component ‘aza Sakurai–Hosomi’ Reaction performed on (±) O-protected mandelic aldehydes provided the unexpected syn hydroxy homoallylamines 2 and 2d as the major adducts. An intramolecular chelated transition state via a hydrogen bond is proposed to explain this 1,2 syn diastereoselectivity.
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unexpected 1 2 syn diastereoselectivity in the three component aza sakurai Hosomi Reaction
Tetrahedron Letters, 2005Co-Authors: Jeanrene Ellamenye, William Dobbs, Manuella Billet, Philippe Klotz, André MannAbstract:Abstract The three-component ‘aza Sakurai–Hosomi’ Reaction performed on (±) O-protected mandelic aldehydes provided the unexpected syn hydroxy homoallylamines 2 and 2d as the major adducts. An intramolecular chelated transition state via a hydrogen bond is proposed to explain this 1,2 syn diastereoselectivity.
Jeanrene Ellamenye - One of the best experts on this subject based on the ideXlab platform.
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unexpected 1 2 syn diastereoselectivity in the three component aza sakurai Hosomi Reaction
Tetrahedron Letters, 2005Co-Authors: Jeanrene Ellamenye, William Dobbs, Manuella Billet, Philippe Klotz, André MannAbstract:Abstract The three-component ‘aza Sakurai–Hosomi’ Reaction performed on (±) O-protected mandelic aldehydes provided the unexpected syn hydroxy homoallylamines 2 and 2d as the major adducts. An intramolecular chelated transition state via a hydrogen bond is proposed to explain this 1,2 syn diastereoselectivity.