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Facile synthesis of versatile enantioenriched α-substituted hydroxy esters through a Brønsted acid catalyzed kinetic resolution

G Qabaja, JE Wilent, AR Benavides, GE Bullard…

文献索引:Qabaja, Ghassan; Wilent, Jennifer E.; Benavides, Amanda R.; Bullard, George E.; Petersen, Kimberly S. Organic Letters, 2013 , vol. 15, # 6 p. 1266 - 1269

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被引用次数: 23

摘要

An efficient synthesis of enantioenriched α-substituted γ-hydroxy esters via a kinetic resolution event is described. Bulky racemic esters in the presence of a chiral Brønsted 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.