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Publication 48  

  1. Intramolecular Cycloaddition Reactions of ortho-Quinodimethanes in Organic Synthesis
    Oppolzer, W.
    Synthesis 1978, 793-802

This review delineates the scope and limitations of intramolecular cycloaddition reactions of ortho-quinodimethanes for the stereoselective synthesis of polycyclic ring systems containing at least one aromatic ring. A summary of the available routes (including in situ generation) to ortho-quinodimethanes is given first, followed by specific examples which illustrate the use of benzocyclobutenes, 3-isochromanones and ortho-tolyl-carbonyl compounds as ortho-quinodimethane precursors. Finally, several applications of intramolecular ortho-quinodimethane cycloadditions for the synthesis of natural products are described.

DOI : 10.1055/s-1978-24895