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

页码：8299 / 8302

页数：4

共 6 条

[1] Catalytic asymmetric Darzens condensation under phase-transfer-catalyzed conditions [J].