Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2011(4): 0418-0418
DOI: 10.1055/s-0030-1259653
DOI: 10.1055/s-0030-1259653
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Sequential Addition of Nucleophiles to Bicyclic Isoxazololactams
G. Vincent*, R. Guillot, C. Kouklovsky*
Université Paris-Sud 11, Orsay and CNRS, Orsay, France
Further Information
Publication History
Publication Date:
18 March 2011 (online)
Significance
A one-pot reaction of bicyclic isoxazololactam 1 with two nucleophiles is described. The products of the reaction comprise an important class of heterocycles present in a wide array of natural products. The strategy of transforming amides to substituted amines is often applied in target synthesis. This work is noteworthy since the bicyclic conformation allows two alkyl nucleophiles to be added in one pot with great diastereocontrol.