Issue 5, 1989
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis of hydroisoindoles via intramolecular Diels–Alder reactions of functionalised amido trienes

John M. Mellor  and  Alison M. Wagland  

Abstract

Reactions of amino dienes with acryloyl chloride, malefic anhydride, bromomaleic anhydride, and dichloromaleic anhydride were studied. Acylation and Intramolecular reaction by Diels–Alder cyclisation gave bicyclic adducts. Adducts of dichloromaleic anhydride readily underwent dechlorodecarboxylation to give either conjugated or non-conjugated dienes. By studying related cyclisations with other dienophiles, the relative preference for formation of either cis- or trans-fused bicyclic adducts was determined. The dehydrochlorination, the reductive dechlorination, and the hydrogenation of certain adducts is reported.

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Article information

DOI
https://doi.org/10.1039/P19890000997
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1989, 997-1005

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Synthesis of hydroisoindoles via intramolecular Diels–Alder reactions of functionalised amido trienes

J. M. Mellor and A. M. Wagland, J. Chem. Soc., Perkin Trans. 1, 1989, 997 DOI: 10.1039/P19890000997

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