Stable aziridinium salts as versatile intermediates: isolation and regio- and stereoselective ring-opening and rearrangement.

Angew Chem Int Ed Engl

Chemistry Division, Biological, Chemical, and Physical Sciences Department, Illinois Institute of Technology, Chicago, IL, USA.

Published: March 2009

Rock trapping and exploration: Aziridinium bromide salts were discovered serendipitously during bromination of N,N-dicarboxymethylated beta-amino alcohols. Regiospecific ring-opening and rearrangement of the isolated, surprisingly stable aziridinium salts produces useful molecules including C-functionalized oxomorpholines and alpha,beta-unsaturated amines.

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http://dx.doi.org/10.1002/anie.200805244DOI Listing

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