A telluride-triggered nucleophilic ring opening of monoactivated cyclopropanes

被引：20

作者：

Avilov, DV ^{[1
]}

Malusare, MG ^{[1
]}

Arslancan, E ^{[1
]}

Dittmer, DC ^{[1
]}

机构：

[1] Syracuse Univ, Ctr Sci & Technol 1 014, Dept Chem, Syracuse, NY 13244 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 13期

关键词：

D O I：

10.1021/ol0492804

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acylcyclopropanemethanol tosylates undergo rapid ring opening at room temperature by the action of lithium telluride to produce the enolate of a homoallylic ketone. The enolate can be protonated to yield the corresponding ketone or treated with benzaldehyde to give the aldol product with good syn or anti diastereoseiectivity depending on the conditions.

引用

页码：2225 / 2228

页数：4

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