ASYMMETRIC MICHAEL REACTION UNDER PTC CONDITIONS WITHOUT SOLVENT - IMPORTANCE OF PI INTERACTIONS FOR THE ENANTIOSELECTIVITY

被引：43

作者：

LOUPY, A

ZAPARUCHA, A

机构：

[1] Laboratoire des Réactions Sélectives sur Supports UA 478 CNRS ICMO bât 410, Université Paris-Sud

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 03期

关键词：

D O I：

10.1016/0040-4039(93)85105-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Michael addition of diethyl acetylaminomalonate to chalcone under Asymmetric Phase Transfer Catalysis without solvent has been successfully carried out in the presence of ephedrinium salts. Substituent effects on the benzyl moiety of the ammonium part of the catalyst revealed the importance of pi-pi attractive interactions between the catalyst and the electrophile on enantioselectivity. The best result (82% ee) was obtained with easy accessible (S) binaphthyl compound.

引用

页码：473 / 476

页数：4

共 17 条

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