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Synlett 1992; 1992(4): 275-278
DOI: 10.1055/s-1992-21337
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Towards the Total Synthesis of Manzamines: Preparation and Reactions of 2-Methoxycarbonyl-1,3-butadienes and ß-Amino Aldehydes1,2

István E. Markó* , Antony Chesney
  • *Department of Chemistry, The University, Sheffield S3 7HF, England
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Publication Date:
08 March 2002 (online)

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The rapid and versatile syntheses of N,N-disubstituted 1-aminoethyl-2-methoxycarbonyl-1,3-butadienes 12 via ß-amino aldehydes 13, and 2-methoxycarbonyl-1-propyl-1,3-butadiene (7) are reported. The reactivity , of these dienes in the Diels-Alder reaction to form nitrogen heterocycles 8-10, 15 and 16, and their potential use in the synthesis of manzamines is discussed.