Min Lu - Chiral Brønsted Acid Catalyzed Enantioselective α-Aminoxylation of Enecarbamates

Version 1

      Publication Details (including relevant citation   information):

      Angewandte Chemie International Edition

     

        Volume 49, Issue 46, pages 8588–8592, November     8, 2010  

     

        DOI: 10.1002/anie.201002640  

      Abstract:

      We have reported a facile, practically appealing, highly   enantioselective Brønsted acid-catalyzed

      a-aminoxylation of enecarbamates. This procedure considerably   extend the substrate scope for the a-aminoxylation reaction to   linear and aromatic ketones, allowing convergent and   stereoselective access to valuable a-hydroxy ketones, b-amino   alcohols, and cis-oxazolidinones in their enantiopure form. This   discovery also provides mechanistic insights into the N/O   selectivity of a-aminoxylation.

      Address (URL): http://dx.doi.org/10.1002/anie.201002640