A short synthesis of (±)-alloyohimbane via a thioisomunchnone based intramolecular dipolar-cycloaddition reaction

被引：16

作者：

Heidelbaugh, TM ^{[1
]}

Liu, B ^{[1
]}

Padwa, A ^{[1
]}

机构：

[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 27期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(98)00901-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thioisomunchnone dipoles were generated by the reaction of bromoalkenoyl chlorides with thioamides. The intramolecular dipolar-cycloaddition reaction was used for a short synthesis of the yohimbanoid alkaloid (+/-)-alloyohimbane. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：4757 / 4760

页数：4

共 25 条

[1]

Baxter E.W., 1992, ALKALOIDS CHEM BIOL, V8, P197

[2] FORMAL TOTAL SYNTHESIS OF DESERPIDINE DEMONSTRATING A VERSATILE AMINO-CLAISEN REARRANGEMENT WENKERT CYCLIZATION STRATEGY FOR THE PREPARATION OF FUNCTIONALIZED YOHIMBANE RING-SYSTEMS [J].