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使用双核锌催化剂实现亚磷酸二乙酯对烯酮的高度对映选择性1,4-加成反应。

Highly enantioselective 1,4-addition of diethyl phosphite to enones using a dinuclear Zn catalyst.

作者信息

Zhao Depeng, Yuan Ye, Chan Albert S C, Wang Rui

机构信息

State Key Laboratory of Applied Organic Chemistry and Institute of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, China.

出版信息

Chemistry. 2009;15(12):2738-41. doi: 10.1002/chem.200802688.

Abstract

Zinc benefits: The first catalytic asymmetric phospha-Michael addition of enones has been developed. Under mild reaction conditions, the gamma-oxo phosphonates could be obtained in high yields (up to 99%) with excellent enantioselectivities (93-99% ee; see scheme). The strategy makes the asymmetric synthesis of biologically important phosphonate compounds more accessible.

摘要

锌的益处

已开发出烯酮的首例催化不对称磷迈克尔加成反应。在温和的反应条件下,可高产率(高达99%)且对映选择性优异(对映体过量值为93 - 99%;见图)地获得γ-氧代膦酸酯。该策略使具有生物学重要性的膦酸酯化合物的不对称合成更易实现。

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