Tributyltin hydride-mediated radical cyclisation of aldehydes and unsaturated ketones: the synthesis of hydroxy tetrahydrofurans, chromanols and related compounds

被引：20
|
作者：
Bebbington, D
Bentley, J
Nilsson, PA
Parsons, AF [1 ]
机构：
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
[2] Vernalis Res Ltd, Wokingham RG41 5UA, England
来源：
TETRAHEDRON LETTERS | 2000年 / 41卷 / 46期
基金：
英国工程与自然科学研究理事会;
关键词：
cyclisation; oxygen heterocycles; radicals and radical reactions; tin and compounds;
D O I：
10.1016/S0040-4039(00)01586-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The tributyltin hydride-mediated cyclisation of unsaturated ethers bearing an aldehyde or alpha,beta -unsaturated ketone group is reported. Cyclisation proceeds via addition of the tributyltin radical to the carbonyl double bond and the resultant O-stannyl ketyl can add intramolecularly to electron-rich double bonds to form hydroxy tetrahydrofurans, chromanols or related compounds. (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码：8941 / 8945
页数：5
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