Metal-catalyzed Asymmetric Hetero-Diels-Alder Reactions of Unactivated Dienes with Glyoxylates.

Mogens Johannsen, Sulan Yao, Anette Graven

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    The development of a catalytic asymmetric hetero-Diels-Alder methodology for the reaction of unactivated dienes with glyoxylates is presented. Several different asymmetric catalysts can be used, but copper-bisoxazolines and aluminium-BINOL give the highest yield, and the best chemo- and enantioselectivities. The reaction course is dependent on several factors such as the solvent and the anions coordinated to the catalyst. The scope of the reaction is outlined by the total synthesis of a natural occurring actinidiolide.
    Original languageEnglish
    JournalPure and Applied Chemistry
    Volume70
    Issue number5
    Pages (from-to)1117-1122
    ISSN0033-4545
    DOIs
    Publication statusPublished - 1998

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