Preparation of cysteinol derivatives by highly regioselective ring opening of nonactivated chiral aziridines by thiols

초록

Various enantiomerically pure aziridine-a-methanol derivatives Ja-l were reacted with thiophenol in methylene chloride at room temperature to obtain ring-opening products 4a-I in high yields with excellent regioselectivity. The reaction procedure is very simple and it provides highly functionalized chiral molecules potentially useful for the synthesis of many biologically important compounds. The reaction rate was found to increase with the acidity of thiols. (C) 1999 Elsevier Science Ltd. All rights reserved.

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