Alkyl Aluminum Halide Promoted Intramolecular Cyclization of ω-Allyl-cycloalk-2-enones: Access to Bridged Bi- and Tricyclic Compounds

Cyclization makes the scent: A rearrangement of ω‐allyl cycloalkenones leads to structurally complex bi‐ and tricyclic ketones in good yields (see scheme). The method allows efficient access to an olfactorily interesting class of compounds.

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2004-12, Vol.44 (1), p.99-101
Main Authors: Goeke, Andreas, Mertl, Daniel, Brunner, Gerhard
Format: Article
Language:English
Subjects:
aluminum
cyclization
hydride shifts
Lewis acids
rearrangement
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Summary:Cyclization makes the scent: A rearrangement of ω‐allyl cycloalkenones leads to structurally complex bi‐ and tricyclic ketones in good yields (see scheme). The method allows efficient access to an olfactorily interesting class of compounds.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200461207