Asymmetric synthesis of α,β-epoxysulfones under phase-transfer catalyzed Darzens reaction

被引：71
|
作者：
Arai, S
Ishida, T
Shioiri, T
机构：
[1] Nagoya City Univ, Fac Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 4678603, Japan
[2] Osaka Univ Pharmaceut Sci, Osaka 5691041, Japan
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 45期
关键词：
asymmetric reactions; Darzens reactions; phase transfer; sulfones;
D O I：
10.1016/S0040-4039(98)01811-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantioselective synthesis of alpha,beta-epoxysulfones by the Darzens reaction was achieved under phase-transfer catalyzed conditions. The reaction of chloromethyl phenylsulfone with various aromatic aldehydes smoothly proceeded in the presence of a catalytic amount (10 mol %) of chiral quaternary ammonium salt derived from quinine with KOH at room temperature to afford the desired coupling products in good yield with up to 81% ee. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：8299 / 8302
页数：4
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