931405-93-5Relevant articles and documents
Resolution of pentafluorophenyl 2-phenylpropanoate using combinations of quasi-enantiomeric oxazolidin-2-ones
Shaye, Najla Al,Benoit, David M.,Chavda, Sameer,Coulbeck, Elliot,Dingjan, Marco,Eames, Jason,Yohannes, Yonas
experimental part, p. 413 - 438 (2011/06/17)
The kinetic, mutual and parallel resolution of a series of structurally related active esters derived from 2-phenylpropanoic acid using a combination of quasi-enantiomeric oxazolidin-2-ones is discussed.
Resolution of pentafluorophenyl esters using oxazolidin-2-ones
Al Shaye, Najla,Eames, Jason
scheme or table, p. 5892 - 5895 (2010/11/18)
A series of structurally related racemic pentafluorophenyl active esters were resolved using an equimolar amount of (S)-4-phenyloxazolidin-2-one. The levels of diastereocontrol were found to be excellent (80-96% de) at ～40% conversion.
Resolution of pentafluorophenyl active esters using (S)-4-phenyloxazolidin- 2-thione
Shaye, Najla Al,Broughton, Tom W.,Coulbeck, Elliot,Eames, Jason
experimental part, p. 960 - 964 (2009/09/29)
A series of structurally related racemic pentafluorophenyl active esters were resolved using an equimolar amount of (S)-4- phenyloxazolidin-2-thione. The levels of diastereocontrol were found to be excellent (>86% de at -30% conversion).
Parallel kinetic resolution of active esters using a quasi-enantiomeric combination of (R)-4-phenyl-oxazolidin-2-one and (S)-4,5,5-triphenyl-oxazolidin-2-one
Coulbeck, Elliot,Eames, Jason
experimental part, p. 2223 - 2233 (2009/04/11)
The parallel kinetic resolution of a series of racemic pentafluorophenyl 2-(4-aryl/phenyl)-propionates and -butanoates using a quasi-enantiomeric combination of (R)-4-phenyl-oxazolidin-2-one and (S)-4,5,5-triphenyl-oxazolidin-2-one is discussed. The levels of diastereoselectivity were excellent (86-98% de) leading to separable quasi-enantiomeric oxazolidin-2-one adducts in good yield. This methodology was used to resolve 2-phenyl propionic acid.
