Stereoselective synthesis of the 2,6-disubstituted tetrahydropyran-3-ol of the potent antitumor agent mucocin via an acyl radical cyclization

被引：31

作者：

Evans, PA

Roseman, JD

机构：

[1] Brown Laboratory, Dept. of Chemistry and Biochemistry, University of Delaware, Newark

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 30期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(97)01147-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The intramolecular acyl radical cyclization of the acyl selenide 8, using a Z-vinylogous sulfonate to control rotamer population, affords the cis-2,6-disubstituted tetrahydropyran-4-one 9, applicable to the potent antitumor agent mucocin 1, in 81% yield. (C) 1997 Elsevier Science Ltd.

引用

页码：5249 / 5252

页数：4

共 18 条

[1]

BATTY D, 1990, SYNTHESIS-STUTTGART, P273

[2]

BATTY D, 1995, J CHEM SOC P1, P3193

[3] ACYL RADICALS - INTERMOLECULAR AND INTRAMOLECULAR ALKENE ADDITION-REACTIONS [J].