A new synthetic method for allene-1,3-dicarboxylates using DMC and a novel tandem cyclization to a pyrrolizidine alkaloid skeleton

被引：21

作者：

Node, M ^{[1
]}

Fujiwara, T ^{[1
]}

Ichihashi, S ^{[1
]}

Nishide, K ^{[1
]}

机构：

[1] Kyoto Pharmaceut Univ, Kyoto 6078414, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(98)01344-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new one-step synthesis of allene-1,3-dicarboxylates from acetone-1,3-dicarboxylates in high yields was developed by the use of DMC as a dehydrating reagent. This process opened a new expeditious route to a 1-azabicyclo[3.3.0]octane skeleton of pyrrolizidine alkaloids from dimethyl acetone-1,3-dicarboxylate and bis(2-chloroethyl)amine via a Michael addition and a novel tandem cyclization. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：6331 / 6334

页数：4

共 17 条

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