New total synthesis of the marine antitumor alkaloid (-)-agelastatin A

被引：70

作者：

Domostoj, MM

Irving, E

Scheinmann, F

Hale, KJ

机构：

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

[2] Ultrafine, Manchester M15 6SY, Lancs, England

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 15期

关键词：

D O I：

10.1021/ol0490476

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new total synthesis of (-)-agelastatin A (1) has been achieved from the chiral oxazolidinone (-)-3. Although enone transposition was problematic when the Michael ring closure of 2 was attempted with strong base, the desired cyclization could be effected with Hunig's base after the pyrrole nucleus was brominated. Subsequent reduction and monobromination afforded synthetic (-)-agelastatin A (1).

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页码：2615 / 2618

页数：4

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