Asymmetric synthesis of the core structure of the melodinus alkaloids

被引：29

作者：

Schultz, AG ^{[1
]}

Dai, MS ^{[1
]}

机构：

[1] Rensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 04期

基金：

美国国家卫生研究院;

关键词：

asymmetric synthesis; enolates; Mannich reactions; alkaloids;

D O I：

10.1016/S0040-4039(98)02510-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The strategy developed for an asymmetric synthesis of (+)-meloscine (1) features an early incorporation of the aromatic ring in 1 as the 5-benzyl substituent in 2. The highly diastereoselective Birch reduction-alkylation 2 --> 3, the unraveling of 3 to the butyrolactone carboxylic acid 7, and the Mannich cyclization 9c --> 10c are the key steps in the synthesis of the core tricyclic unit in 1. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：645 / 648

页数：4

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