Organocatalytic tandem three-component reaction of imine, alkyl vinyl ketone, and imide via aza-Baylis-Hillman reaction.

J Org Chem

Department of Chemistry, National Taiwan Normal University, 88, Section 4, Tingchow Road, Taipei 11677, Taiwan, Republic of China.

Published: April 2011

A highly chemoselective PPh(3)-catalyzed three-component reaction of an imine, alkyl vinyl ketone, and phthalimide or succinimide is developed. Various highly functional adducts with high diastereoselectivities can be generated via aza-Morita-Baylis-Hillman reactions of aryl-substituted imines and alkyl vinyl ketones followed by Michael additions of imides and then epimerization.

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Source
http://dx.doi.org/10.1021/jo102143rDOI Listing

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