STEREOSELECTIVE SYNTHESIS OF CIS-2,5-DISUBSTITUTED TETRAHYDROFURAN-3-ONES VIA AN ACYL RADICAL CYCLIZATION

被引：39
作者：
EVANS, PA
ROSEMAN, JD
机构：
[1] Lammot du Pont Laboratory, Department of Chemistry and Biochemistry, University of Delaware, Newark
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 01期
关键词：
D O I：
10.1016/0040-4039(94)02162-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of the acyl selenide 7 with triphenyltin hydride and triethylborane generates the acyl radical which undergoes 5-exo trigonal cyclization to afford the 2,5'-disubstituted tetrahydrofuran-3-ones 10a/b in 97% yield as a 94:6 mixture of diastereoisomers.
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页码：31 / 34
页数：4
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