Syn-oxidative cyclizations of trishomoallylic alcohols: Stereoselective and stereospecific synthesis of trans-tetrahydropyranyl alcohols

被引：19

作者：

McDonald, FE

Singhi, AD

机构：

[1] Department of Chemistry, Northwestern University, Evanston, IL 60208-3113

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 44期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(97)10005-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trifluoroacetylperrhenate promotes the hydroxyl-directed syn-oxidative cyclization of trishomoallylic alcohols. The cyclization reaction is highly stereospecific and stereoselective, providing a novel and efficient synthesis of trans-2,6-disubstituted tetrahydropyranyl alcohols. (C) 1997 Elsevier Science Ltd.

引用

页码：7683 / 7686

页数：4

共 12 条

[1]

Bartlett P.A., 1984, ASYMMETRIC SYNTHESIS, V3, P411

[2] SYNTHETIC ROUTES TO TETRAHYDROFURAN, TETRAHYDROPYRAN, AND SPIROKETAL UNITS OF POLYETHER ANTIBIOTICS AND A SURVEY OF SPIROKETALS OF OTHER NATURAL-PRODUCTS [J].