Facile synthesis of versatile enantioenriched α-substituted hydroxy esters through a Brønsted acid catalyzed kinetic resolution
G Qabaja, JE Wilent, AR Benavides, GE Bullard…
Index: Qabaja, Ghassan; Wilent, Jennifer E.; Benavides, Amanda R.; Bullard, George E.; Petersen, Kimberly S. Organic Letters, 2013 , vol. 15, # 6 p. 1266 - 1269
Full Text: HTML
Citation Number: 23
Abstract
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.
Related Articles:
[Matsuo, Kazumasa; Shindo, Mitsuru Organic Letters, 2011 , vol. 13, # 16 p. 4406 - 4409]
The Base-catalyzed Condensation of o-Nitropropiophenone
[Sakan,T. et al. Bulletin of the Chemical Society of Japan, 1972 , vol. 45, p. 1485 - 1491]