Synlett 1991; 1991(12): 898-900
DOI: 10.1055/s-1991-20915
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A New Route to 2E,4E-Dienals from Organometallic Reagents via a Five-Carbon Homologation Process

N. Lewis* , Paul W. McKen, Richard J. K. Taylor
  • *SmithKline Beecham, Leigh, Tonbridge, Kent TN11 9AN, England
Further Information

Publication History

Publication Date:
07 March 2002 (online)

A new procedure for the preparation of 2E,4E-dienals 4 is described based on the addition of organometallic reagents to silylated glutaconaldehyde 2 [(2E,4E)-5-trialkylsiloxy-2,4-pentadienal] as a five-carbon synthon. Application of the methodology to the synthesis of two dienamide natural products (pellitorine and sarmentine) are discussed.

    >