Enantiospecific formal total synthesis of the tumor and GSK-3β inhibiting alkaloid, (-)-agelastatin A

被引：86

作者：

Hale, KJ

Domostoj, MM

Tocher, DA

Irving, E

Scheinmann, F

机构：

[1] UCL, Christopher Ingold Labs, London WC1H 0AJ, England

[2] Ultrafine, Dept Med Chem, Manchester M15 6SY, Lancs, England

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 16期

关键词：

D O I：

10.1021/ol035036l

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantiospecific total synthesis of Weinreb's advanced intermediate 2 for (-)-agelastatin A has been achieved from the Hough-Richardson aziridine 8. Noteworthy reactions in our sequence include the highly regioselective trans-diaxial ring-opening of 8 with azide ion to set up the vicinal diamido functionality present within (-)-2 and the Grubbs-Hoveyda ring-closing metathesis (RCM) reaction that was used to construct its cyclopentene core.

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页码：2927 / 2930

页数：4

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