Diphenylprolinol silyl ethers as efficient organocatalysts for the asymmetric Michael reaction of aldehydes and nitroalkenes

被引:1162
作者
Hayashi, Y [1 ]
Gotoh, H [1 ]
Hayashi, T [1 ]
Shoji, M [1 ]
机构
[1] Sci Univ Tokyo, Fac Engn, Dept Ind Chem, Shinjuku Ku, Tokyo 1628601, Japan
关键词
asymmetric catalysis; diphenylprolinol; Michael addition; nitroalkenes; organocatalysis;
D O I
10.1002/anie.200500599
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) The direct, catalytic, asymmetric Michael addition of aldehydes to nitroolefins in the presence of a chiral diphenylprolinol silyl ether organocatalyst is described (see scheme). The desired 1,4-addition products were obtained in nearly optically pure form in good yield with high syn diastereoselectivity. TMS = trimethylsilyl. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4212 / 4215
页数:4
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