Synthesis and reactions of cyclopentadiene monoaziridine: a concise approach to the core of agelastatin A

被引：43

作者：

Baron, E ^{[1
]}

O'Brien, P ^{[1
]}

Towers, TD ^{[1
]}

机构：

[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 04期

基金：

英国工程与自然科学研究理事会;

关键词：

aziridines; epoxides; rearrangement; allylic alcohols; cyclopentanes;

D O I：

10.1016/S0040-4039(01)02238-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An improved protocol for the preparation of cyclopentadiene monoaziridine is described (88% yield). The utility of cyclopentadiene monoaziridine is demonstrated by its use in (i) the shortest synthetic entry into 4-amino substituted cyclopentenes and (ii) the preparation of two key intermediates in a concise synthetic approach to the cyclopentane core of agelastatin A. The agelastatin A model studies make use of a lithium amide-mediated epoxide to allylic alcohol rearrangement reaction. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：723 / 726

页数：4

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