874656-83-4Relevant academic research and scientific papers
Kinetic resolution of oxazinones: Rational exploration of chemical space through the design of experiments
Renzi, Polyssena,Kronig, Christel,Carlone, Armando,Er?ksüz, Serap,Berkessel, Albrecht,Bella, Marco
, p. 11768 - 11775 (2014/10/15)
The organocatalytic kinetic resolution of 4-substituted oxazinones has been optimised (selectivity factor S up to 98, chiral oxazinone ee values up to 99.6% (1a-g) and product ee values up to 90% (3a-g)) in a rational way by applying the Design of Experiments (DoE) approach.
Kinetic resolution of oxazinones: An organocatalytic approach to enantiomerically pure β-amino acids
Berkessel, Albrecht,Cleemann, Felix,Mukherjee, Santanu
, p. 7466 - 7469 (2007/10/03)
(Chemical Equation Presented) A profitable split: An organocatalytic resolution converts readily available racemic oxazinones 1 into valuable enantiomerically pure β-amino acid derivatives 2 (> 99% ee of the remaining 1 at 53% conversion; 88% ee of the ester 2). This catalytic ring-opening reaction requires as little as 1 mol% of the modular and readily accessible thiourea organocatalyst 3.
