Asymmetric synthesis of methyl (2R,3S)-3-(4-methoxyphenyl) glycidate, a key intermediate of diltiazem, via Mukaiyama aldol reaction

被引：14

作者：

Imashiro, R ^{[1
]}

Kuroda, T ^{[1
]}

机构：

[1] Tanabe Seiyaku Co Ltd, Prod & Technol Dev Lab, Yodogawa Ku, Osaka 5328505, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 07期

关键词：

Mukaiyama reactions; asymmetric reactions; ketene acetals; sulfonamides;

D O I：

10.1016/S0040-4039(00)02235-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl (2R,3S)-3-(4-methoxyphenyl) glycidate, a key intermediate of diltiazem, was synthesized in good yield with high enantioselectivity based on chiral oxazaborolidine-mediated Mukaiyama aldol reaction of p-anisaldehyde with a,cl-dichloro silyl ketene acetal (up to 96% ee), followed by reduction and cyclization. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1313 / 1315

页数：3

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