Synthesis of casuarines [pentahydroxylated pyrrolizidines] by sodium hydrogen telluride-induced cyclisations of azidodimesylates

被引：40

作者：

Bell, AA

Pickering, L

Watson, AA

Nash, RJ

Pan, YT

Elbein, AD

Fleet, GWJ

机构：

[1] OXFORD CTR MOL SCI,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND

[2] INST GRASSLAND & ENVIRONM RES,ABERYSTWYTH SY23 3EB,CARDIGAN,WALES

[3] UNIV ARKANSAS MED SCI,DEPT BIOCHEM & MOL BIOL,LITTLE ROCK,AR 72205

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 33期

基金：

美国国家卫生研究院; 英国工程与自然科学研究理事会; 英国医学研究理事会;

关键词：

D O I：

10.1016/S0040-4039(97)01306-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The key step in the synthesis of four diastereomers of casuarine from eight carbon sugar lactones is the efficient reduction of open chain azidodimesylates by sodium hydrogen telluride [Suzuki-Takaoka reduction] to allow the formation of the pyrrolizidine nucleus by bicyclisation. This is the first report of the synthesis of such highly oxygenated pyrrolizidines. (C) 1997 Elsevier Science Ltd.

引用

页码：5869 / 5872

页数：4

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