A Simple and Efficient Enantioselective Synthesis of 2-Alkylidene-3-alkyl-1,4-benzodioxanes by Palladium-Catalyzed Annulation of Benzene-1,2-diol and Propargylic Carbonates

Benzene-1,2-diol reacts with various propargylic carbonates in the presence of a palladium catalyst and a chiral atropoisomeric diphosphine to give 2-alkylidene-3-alkyl-1,4-benzodioxanes in good yields and 56−97% enantiomeric excess.

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Bibliographic Details
Published in:Organic letters 2000-02, Vol.2 (4), p.527-529
Main Authors: Labrosse, Jean-Robert, Lhoste, Paul, Sinou, Denis
Format: Article
Language:English
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Summary:Benzene-1,2-diol reacts with various propargylic carbonates in the presence of a palladium catalyst and a chiral atropoisomeric diphosphine to give 2-alkylidene-3-alkyl-1,4-benzodioxanes in good yields and 56−97% enantiomeric excess.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol9913791