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An Operationally Simple Base-Catalyzed Multi-component Domino Transformation: Stereoselective Preparation of Trisubstituted Alkenes and 1,3-Dienes

Hadjira Habib-Zahmani, Salih Hacini, Cédric Bories, Robert Faure, Jean Rodriguez*

*Université Paul Cézanne (Aix-Marseille III) , UMR-CNRS-6178-SymBio, Equipe RéSo, Réactivité en Synthèse organique, Centre de St Jérôme, boîte D12, 13397 Marseille cedex 20, France, Email: jean.rodriguezuniv.u-3mrs.fr

H. Habib-Zahmani, S. Hacini, C. Bories, Robert Faure, J. Rodriguez, Synthesis, 2005, 2151-2156.

DOI: 10.1055/s-2005-869979


Abstract

A versatile and operationally simple base-catalyzed multi-component domino reaction between α,β-unsaturated carbonyl compounds, aldehydes, and alcohols is described, providing a new efficient, and stereoselective one-pot preparation of trisubstituted alkenes and 1,3-dienes.

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proposed mechanism



Key Words

multi-component domino reaction, one-pot synthesis, trisubstituted alkenes, 1,3-dienes


ID: J66-Y2005-1340