Chiral iminophosphorane catalyzed asymmetric Henry reaction of α,β-alkynyl ketoesters |
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| Authors: | Yanxia Zhang Xin-Yan Wu Jianwei Han |
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| Institution: | a Key Laboratory for Advanced Materials, Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China;
b Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, The Chinese Academy of Sciences, Shanghai 200032, China |
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| Abstract: | α,β-Alkynyl ketoesters were introduced to the enantioselective Henry reaction (nitroaldol condensation) with nitromethane catalyzed by tartaric acid derived chiral iminophosphoranes. As such, a variety of optically active β-nitro-substituted tertiary alcohols bearing alkyne moieties were obtained in good to excellent yields (42%–99%) and moderate to good level of enantiomeric excess (up to 87% ee). |
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| Keywords: | Organocatalysis Iminophosphorane Nitroaldol Henry reaction Alkynyl ketoesters |
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