Stereoselective One-Pot Deconjugation, Aldol, and Stabilized Peterson Olefination of α-Trialkylsilyl-β-alkyl-α,β-Unsaturated Esters

被引：8

作者：

Probasco, Michael S. ^{[1
]}

Johnson, David A. ^{[1
]}

Jennings, Michael P. ^{[1
]}

机构：

[1] Univ Alabama, Dept Chem & Biochem, Tuscaloosa, AL 35487 USA

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 05期

关键词：

Z-SELECTIVE SYNTHESIS; ALPHA; BETA-UNSATURATED AMIDES; CONJUGATE ADDITION; CARBOXYLIC ESTERS; CONDENSATIONS; CONSTRUCTION; CHEMISTRY;

D O I：

10.1021/acs.orglett.9b00069

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereoselective reaction process including a one-pot deconjugation, aldol, and stabilized Peterson olefination of alpha-trialkylsilyl-beta-alkyl-alpha,beta-unsaturated esters coupled with aliphatic aldehydes is described. This sequential procedure afforded tri- and disubstituted conjugated diene ester products with dr values of 12-20:1 for the newly established alkene moieties in modest to good isolated yields.

引用

页码：1379 / 1383

页数：5

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