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

Full Text: HTML

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) ...

Related Articles:

Asymmetric synthesis of uncommon α-amino acids by diastereoselective alkylations of a chiral glycine equivalent

[Tanaka, Kiyoshi; Ahn, Mija; Watanabe, Yukari; Fuji, Kaoru Tetrahedron Asymmetry, 1996 , vol. 7, # 6 p. 1771 - 1782]

Asymmetric synthesis of uncommon α-amino acids by diastereoselective alkylations of a chiral glycine equivalent

[Tanaka, Kiyoshi; Ahn, Mija; Watanabe, Yukari; Fuji, Kaoru Tetrahedron Asymmetry, 1996 , vol. 7, # 6 p. 1771 - 1782]

Dynamic kinetic resolutions catalyzed by a planar-chiral derivative of DMAP: enantioselective synthesis of protected α-amino acids from racemic azlactones

[Liang, Jack; Ruble, Craig; Fu, Gregory C. Journal of Organic Chemistry, 1998 , vol. 63, # 10 p. 3154 - 3155]

Synthesis of Chiral Benzimidazoles as Acylating Agents for Kinetic Resolution of Racemic α??Amino Esters

[Xu, Hao; Tian, Hua; Liu, Qingwen; Wang, Li; Zhang, Suoqin; Zheng, Liangyu Journal of Heterocyclic Chemistry, 2012 , vol. 49, # 5 p. 1108 - 1113,6]

Asymmetric synthesis of uncommon α-amino acids by diastereoselective alkylations of a chiral glycine equivalent

[Tanaka, Kiyoshi; Ahn, Mija; Watanabe, Yukari; Fuji, Kaoru Tetrahedron Asymmetry, 1996 , vol. 7, # 6 p. 1771 - 1782]

More Articles...