Footprint Catalysis. IX. Molecular Footprint Catalytic Cavities Imprinted with Chiral Hydantoins; Enantioselective Hydantoinase Mimics.

T Matsuishi, T Shimada, K Morihara

Index: Matsuishi; Shimada; Morihara Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 3 p. 748 - 756

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Citation Number: 34

Abstract

Imprinting using chiral 5-phenyhydantoins ((5R)-and (5S)-5-pheny-2, 4-imidazolinedione) as templates could mark chiral molecular footprint-like cavities on a silica (alumina) gel surface. These cavities displayed evident enantioselective catalyses in reactions of (R)-and (S)-N-carboxyphenylglycine anhydrides, and (R)-and (S)-5-phenylhydantoins with 2, 4- dinitrophenolate, respectively. A proposed mechanism and temperature effects on ...