Lewis acid promoted highly stereoselective rearrangement of 2,3-aziridino alcohols: a new efficient approach to beta-amino carbonyl compounds.

Org Lett

Department of Chemistry and National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.

Published: February 2002

A new Lewis acid promoted rearrangement reaction of 2,3-aziridino alcohols was discovered, which involved the highly stereoselective construction of a diastereogenic quaternary carbon center and efficient formation of beta-amino carbonyl compounds in excellent yields. A wide variety of Lewis acids were proved to be effective for the reaction, and a possible reaction mechanism was also discussed.

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http://dx.doi.org/10.1021/ol0170410DOI Listing

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