Enantioselectively catalyzed hydrolysis of p-nitrophenyl esters of N-protected L or D-amino acids by optically active hydroxamic acid and dipeptides
✍ Scribed by Shuji Ono; Hideto Shosenji; Kimiho Yamada
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 218 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Catalyzed hydrolysis of p-nitrophenyl esters of N-protected L or D-phenylalanine by optically active hydroxamic acid or dipeptides in the presence of CTABr micelles showed high enantioselectivity (D/L=5.68 for L-ZLysZ(MHX)), demonstrating control of the direction of the enantioselectivity based on the balance of the structures of the nucleophile and substituent. Recently extensive studies have been published on the enantioselective ester hydrolysis in functionalized micelles, 1,2) as well as in mixed micellar systems with or without optically active surfactants. 3,4) Our previous papers have described marked enantioselectivities in ester hydrolyses catalyzed by N-lauroyl-