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Synlett 1996; 1996(1): 63-64
DOI: 10.1055/s-1996-5306
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Conjugate Addition-Elimination Reactions as a Novel Synthetic Route to Dialkylated α,β-Unsaturated Diesters

Franco D’Onofrio1 , Luca Parlanti, Giovanni Piancatelli2
  • 1Centro C.N.R. di Studio per la Chimica delle Sostanze Organiche Naturali, P.le A. Moro 5, 00185 Rome, Italy
  • 2Dipartimento di Chimica, Università ”La Sapienza”, P.le A. Moro 5, 00185 Rome, Italy
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Publication History

Publication Date:
31 December 2000 (online)

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The paper describes a novel synthetic route for mono- and dialkylation of dimethyl 2-phenylseleno fumarate 1. The conjugate additions to 1 proceed regio- and stereoselectively. The subsequent oxidative eliminations of phenylseleno group provide a convenient procedure for the synthesis of the title compounds.

dimethyl 2-phenylseleno fumarate - organolithiums - Michael addition - dimethyl 2,3-dialkyl fumarate

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