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A new type of chiral crown ether, (R,R)-2, 12-bis(hydroxymethyl)-2, 12-dimethyl-18-crown-6 possessing plural reactive functional groups, was isolated from a racemic mixture by lipase-catalyzed acetylation. The absolute configuration of the crown diol was determined based on the X-ray analysis of the complex of the derivative having plural oxyquinoline moieties with KI.
p-Nitrophenyl ester of d-phenylalanine hydrogen bromide was hydrolyzed much faster than that of the corresponding l-isomer in the micelles formed with sugar-derived surfactants such as N-dodecylmaltobionamide. The enantioselectivity was largely affected by the alkyl chain length as well as the structure of the sugar part of the surfactant.
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