Enzymic asymmetric synthesis of. alpha.-amino acids. Enantioselective cleavage of 4-substituted oxazolin-5-ones and thiazolin-5-ones

…, R Brieva, P Marquart, RL Gu, S Flemming…

Index: Crich, Joyce Z.; Brieva, Rosario; Marquart, Peer; Gu, Rui-Lin; Flemming, Steffen; Sih, Charles J. Journal of Organic Chemistry, 1993 , vol. 58, # 12 p. 3252 - 3258

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Citation Number: 74

Abstract

Results Enantioselective Hydrolysis of 4-Substituted 2-Phenyloxazolin-5-ones in Aqueous Medium. In our earlier work,'we discovered two lipases that are uniquely suited for catalyzing the enantioselective cleavage of 4-benzyl-2-phenyloxazolin-5-one (1). The lipase of Aspergillus rtiger (AP) catalyzed highly enantioselective hydrolysis of (A)-1 into (R)-2 (ee=> 99%) in aqueous phosphate buffer, pH 7.4, whereas porcine pancreatic lipase (PL) ...