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.

引用

页码：31 / 34

页数：4

共 25 条

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[9] DIASTEREOSELECTIVE SYNTHESIS OF 2,5-DIALKYL TETRAHYDROFURAN-3-ONES BY A COPPER-CATALYZED TANDEM CARBENOID INSERTION AND YLIDE REARRANGEMENT REACTION
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