Organocatalytic enantioselective allylic alkylation of α-aryl γ-lactones: an approach to densely functionalized quaternary stereocentres

被引：11

作者：

Mando, Morgane ^{[1
]}

Grellepois, Fabienne ^{[1
]}

Riguet, Emmanuel ^{[1
]}

机构：

[1] Univ Reims, Inst Chim Mol Reims UMR 7312, CNRS, F-51097 Reims, France

来源：

CHEMICAL COMMUNICATIONS | 2020年 / 56卷 / 49期

关键词：

KINETIC RESOLUTION; 3-SUBSTITUTED BENZOFURAN-2(3H)-ONES; CONSTRUCTION; DERIVATIVES; CARBONATES; ALCOHOLS;

D O I：

10.1039/d0cc02058c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The asymmetric allylic alkylation (AAA) of alpha-aryl gamma-lactones involving the activation of Morita-Baylis-Hillman (MBH) carbonates by an original chiral Lewis base is reported. A wide range of gamma-lactones bearing a quaternary stereocentre was thus obtained in both high yields and high enantiomeric ratios. The direct alkylation by MBH alcohol usingin situactivation has been also established. Additionally synthetically useful functional transformations of groups surrounding the quaternary stereocentre have been performed.

引用

页码：6640 / 6643

页数：4

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