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Synlett 2000; 2000(9): 1345-1347
DOI: 10.1055/s-2000-7142
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Formation of Acetaldehyde Enolate from Vinyl Acetate and its Reaction with Aromatic and Heterocyclic Aldehydes: An Efficient Synthesis of Enals and Polyenals

Pranab Kumar Mahata* , Okram Barun, H. Ila, H. Junjappa
  • *Department of Chemistry, Indian Institute of Technology, Kanpur-208016, India; Fax 91-05 12-59 74 36, 91-05 12-59 02 60; E-mail: hila@iitk.ac.in
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Publikationsdatum:
31. Dezember 2000 (online)

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Two carbon homologation of aromatic and heterocyclic aldehydes is achieved by reacting them with acetaldehyde enolate anion generated in situ by cleaving vinyl acetate in the presence of barium hydroxide.

cross aldol condensation - two carbon homologation - dienals - bismethylthioacrolein - ethyl 3,3-bis(methylthio)-2-propenoate