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
收藏
页码：1266 / 1269
页数：4
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