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2-Substituted-3,7-dinitro-11-oxatricycloundec-9-ene: an approach towards the synthesis of Ergot alka

2-Substituted-3,7-dinitro-11-oxatricycloundec-9-ene: an approach towards the synthesis of Ergot alka

  1. ThirdEyeFloond
    Tetrahedron 60 (2004) 5105–5110

    Shatha Younis Mahmood, Marie-Christine Lallemand, Lina Sader-Bakaouni, Olivier Charton, Philippe Vérité, Hanh Dufata and Francois Tillequina

    A simple and versatile method for the preparation of various ergoline or secoergoline skeleton, using 2-substituted-3,7-dinitro-
    11-oxatricycloundec-9-ene as key intermediates, is described. The key step involves an IMDAF reaction with an excellent stereocontrol. This novel synthetic route provides new cycloadducts as useful scaffolds for Ergot alkaloids synthesis.