Enantiospecific total synthesis of the enantiomer of the indole alkaloid affinisine

被引：35

作者：

Liu, XX ^{[1
]}

Wang, T ^{[1
]}

Xu, QG ^{[1
]}

Ma, CR ^{[1
]}

Cook, JM ^{[1
]}

机构：

[1] Univ Wisconsin, Dept Chem, Milwaukee, WI 53201 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 33期

关键词：

Pictet-Spengler reaction; enantiomer of affinisine; macroline; alstonerine;

D O I：

10.1016/S0040-4039(00)01061-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enantiomer of affinisine has been synthesized (from L-tryptophan) with 100% diastereoselectivity via the asymmetric Pictet-Spengler reaction coupled with a Pd-0 (enolate mediated) coupling process. This enantiomer has also been converted into a key intermediate which provides a route to the enantiomers of both macroline and alstonerine following the previous work of LeQuesne. (C) 2000 Elsevier Science Ltd. All rights reserved.

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页码：6299 / 6303

页数：5

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