Stereoselective synthesis of acetoacetate-derived enol triflates

被引：57

作者：

Babinski, David ^{[1
]}

Soltani, Omid ^{[1
]}

Frantz, Doug E. ^{[1
]}

机构：

[1] Univ Texas SW Med Ctr Dallas, Dept Biochem, Dallas, TX 75390 USA

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 13期

关键词：

D O I：

10.1021/ol8010002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly stereoselective method for preparing (2)- and (E)-enol triflates derived from substituted acetoacetate derivatives is described. The salient feature of this methodology is the use of Schotten-Baumann-type conditions to control enolate geometry using either aqueous LiOH (Z-selective) or aqueous (Me)(4)NOH (E-selective) in combination with triflic anhydride to provide a practical and predictable approach to these valuable substrates.

引用

页码：2901 / 2904

页数：4

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