American Chemical Society
jo102143r_si_007.cif (16.16 kB)

Organocatalytic Tandem Three-Component Reaction of Imine, Alkyl Vinyl Ketone, and Imide via aza-Baylis−Hillman Reaction

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posted on 2011-04-15, 00:00 authored by Siang-en Syu, Yu-Ting Lee, Yeong-Jiunn Jang, Wenwei Lin
A highly chemoselective PPh3-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.