Sc(OTf)3-Catalyzed Conjugate Allylation of Alkylidene Meldrum's Acids

被引：24

作者：

Dumas, Aaron M. ^{[1
]}

Fillion, Eric ^{[1
]}

机构：

[1] Univ Waterloo, Dept Chem, Waterloo, ON N2L 3G1, Canada

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 09期

基金：

加拿大自然科学与工程研究理事会;

关键词：

FRIEDEL-CRAFTS ACYLATION; ORGANIC-SYNTHESIS; ACTIVATED ENONES; LEWIS ACID; ALDEHYDES; KETONES; COMPLEXES; REAGENTS; DERIVATIVES; ACETATE;

D O I：

10.1021/ol9003959

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alkylidene Meldrum's acids are allylated in a conjugate fashion by allyltin nucleophiles under mild Sc(OTf)(3)-catalyzed conditions. The addition is functional group tolerant and reactions with nonracemic alkylidenes are highly diastereoselective. Allylation of alkylidenes derived from alpha-ketoesters yield all-carbon quaternary stereocenters.

引用

页码：1919 / 1922

页数：4

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