Ring-Opening Reactions of Nonactivated Aziridines Catalyzed by Tris(pentafluorophenyl)borane.
β Scribed by Iain D. G. Watson; Andrei K. Yudin
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 143 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Abstract
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Preparation of Cysteinol Derivatives by Highly Regioselective Ring Opening of Nonactivated Chiral Aziridines by Thiols. -Ring opening reactions of nonactivated aziridines (I) (12 examples) with thiols, e.g. (II) and (IV), proceed with high regioselectivity and generate chiral cysteinol derivatives (
## Abstract An efficient and practical method is described for the ringβopening reactions of __N__βtosylaziridines with various thiols in water under mild conditions. Various surfactants have been evaluated to optimize the reactions. Under optimal conditions, these reactions gave rise to the corres