Metallophthalocyanine-catalyzed cyclopropanation

Metallophthalocyanine-catalyzed carbenoid reactions have had little attention to date. Recently these metal complexes have been found to catalyze cyclopropanation reactions. We have investigated these metallophthalocyanines in reactions to catalyze cyclopropanation from donor–acceptor carbenoids. Th...

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Bibliographic Details
Published in:Tetrahedron letters 2014-04, Vol.55 (16), p.2715-2717
Main Authors: Ventura, Dominic L., Kubiak, Robert W.
Format: Article
Language:English
Subjects:
Carbenoid
Catalysts
Coordination compounds
Cyclopropane
Diazo
Metallophthalocyanine
Reaction time
Styrene
Styrenes
Tetrahedrons
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Summary:Metallophthalocyanine-catalyzed carbenoid reactions have had little attention to date. Recently these metal complexes have been found to catalyze cyclopropanation reactions. We have investigated these metallophthalocyanines in reactions to catalyze cyclopropanation from donor–acceptor carbenoids. The yields and diastereoselectivity of these reactions are influenced by the nature of the styrene as well as the aryldiazoacetate and catalyst. The products have been synthesized in short reaction times (1h), with good yields (up to 84%), and high diastereoselectivity (up to 20:1 ratio cis/trans products).
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.03.048