Facile Synthesis of Versatile Enantioenriched α-Substituted Hydroxy Esters through a Bronsted Acid Catalyzed Kinetic Resolution

被引：43

作者：

Qabaja, Ghassan ^{[1
]}

Wilent, Jennifer E. ^{[1
]}

Benavides, Amanda R. ^{[1
]}

Bullard, George E. ^{[1
]}

Petersen, Kimberly S. ^{[1
]}

机构：

[1] Univ N Carolina, Dept Chem & Biochem, Greensboro, NC 27402 USA

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 06期

关键词：

STEREOSELECTIVE-SYNTHESIS;

D O I：

10.1021/ol400207t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of enantioenriched alpha-substituted gamma-hydroxy esters via a kinetic resolution event is described. Bulky racemic esters in the presence of a chiral Bronsted acid selectively lactonize to yield a recoverable enantioenriched hydroxy ester and lactone. These esters are highly versatile building blocks that can readily be converted to synthetically useful materials.

引用

页码：1266 / 1269

页数：4

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