Cerium(III) chloride promoted opening of [3.2.1] oxabicycles with methyllithium

被引：12

作者：

Lautens, M ^{[1
]}

de Frutos, O ^{[1
]}

Stammers, TA ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 48期

关键词：

D O I：

10.1016/S0040-4039(99)01764-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Previously reported 1-cyclohexylhydroxymethyl-2,4-dimethyl-8-oxabicyclo [3.2.1]octen-3-ols 2 can be ring opened to produce substituted cycloheptenes 3 in a highly regio- and stereoselective reaction using MeLi in the presence of CeCl3. These functionalized cycloheptenes contain an array of five contiguous stereocenters which provide access to polypropionate fragments with 1,3,5-syn,syn methyl groups. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：8317 / 8321

页数：5

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