Diastereo- and enantioselective synthesis of 4- and 3,4-substituted 2-acetoxy-butyrolactones

被引：18

作者：

Enders, D ^{[1
]}

Sun, HB ^{[1
]}

Leusink, FR ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

TETRAHEDRON | 1999年 / 55卷 / 19期

关键词：

hydrazones; lactones; aldol reactions; catalytic hydrogenation; asymmetric synthesis;

D O I：

10.1016/S0040-4020(99)00283-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

An efficient asymmetric synthesis of 4-mono- and 3,4-disubstituted 2-acetoxy-butyrolactones 2 has been developed, based on a hydrazone-mediated asymmetric aldol reaction, an intramolecular lactonization and a stereoselective hydrogenation of the resulting butenolides 1. An application of this process in the synthesis of the natural hunger substance 3 (ee = 90%) is also presented, (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6129 / 6138

页数：10

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