Chiral iminophosphorane catalyzed asymmetric Henry reaction of α,β-alkynyl ketoesters  

作　　者：Yanxia Zhang Xin-Yan Wu Jianwei Han 

机构地区：[1]Key Laboratory for Advanced Materials,Institute of Fine Chemicals,School of Chemistry&Molecular Engineering,East China University of Science and Technology,Shanghai 200237,China [2]Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis,Shanghai Institute of Organic Chemistry,The Chinese Academy of Sciences,Shanghai 200032,China

出　　处：《Chinese Chemical Letters》2019年第8期1519-1522,共4页中国化学快报（英文版）

基　　金：supported by grants from National Key Program (No. 2016YFA0200302, Study on application and preparation of aroma nanocomposites);National Natural Science Foundation of China (NSFC, No. 21472213);Croucher Foundation (Hong Kong) in the form of a CAS-Croucher Foundation Joint Laboratory Grant

摘　　要：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 activeβ-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).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).

关 键 词：ORGANOCATALYSIS IMINOPHOSPHORANE Nitroaldol Henry reaction ALKYNYL KETOESTERS 

分 类 号：O62[理学—有机化学]