Chemoselective cross metathesis of bishomoallylic alcohols: Rapid access to fragment A of the cryptophycins

被引：41

作者：

Lautens, M ^{[1
]}

Maddess, ML ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 12期

关键词：

D O I：

10.1021/ol049883f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The racemic or enantioselective allylation of in situ formed beta,gamma-unsaturated aldehydes provides efficient access to bishomoallylic alcohols from readily available 2-vinyloxiranes. These products, when subjected to modified Grubbs cross metathesis conditions, afforded terminally homologated products in moderate to good yields with high E selectivity and without degradation of the enantiomeric excess. The compounds obtained through this two-step sequence yield fragments of an important and pharmacologically active family of cryptophycins.

引用

页码：1883 / 1886

页数：4

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