311310-18-6Relevant articles and documents
Efficient parallel resolution of pentafluorophenyl active esters using quasi-enantiomeric combinations of oxazolidin-2-ones
Shaye, Najla Al,Chavda, Sameer,Coulbeck, Elliot,Eames, Jason,Yohannes, Yonas
experimental part, p. 439 - 463 (2011/06/17)
The parallel resolution of racemic pentafluorophenyl 2-aryl/ phenylpropanoates and butanoates using an equimolar combination of quasi-enantiomeric Evans oxazolidin-2-ones is discussed. The levels of diastereoselectivity were excellent (>90% de) leading to separable quasi-enantiomeric oxazolidin-2-ones in good yield. This methodology was used to resolve a series of structurally related 2-aryl/phenylpropanoic and butanoic acids.
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.
Investigations into the parallel kinetic resolution of 2-phenylpropanoyl chloride using quasi-enantiomeric oxazolidinones
Chavda, Sameer,Coulbeck, Elliot,Coumbarides, Gregory S.,Dingjan, Marco,Eames, Jason,Ghilagaber, Stephanos,Yohannes, Yonas
, p. 3386 - 3399 (2007/10/03)
The resolution of 2-phenylpropanoyl chloride using an equimolar combination of quasi-enantiomeric oxazolidinones is discussed. The levels of diastereoselectivity were found to be dependent upon the structural nature of the metallated oxazolidinone, temperature and metal counter-ion.