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Issue 17, 2010
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Stereocontrolled synthesis of oxygen-bridged polycycles via intermolecular [3+2] cyclization of platinum-bound pyrylium with alkenes

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Abstract

2-(3-Benzyloxy)prop-1-ynyl)benzaldehyde with PtCl2 in toluene would form Pt-pyryliums that underwent [3+2] cycloaddition with alkenes to the oxygen-bridged (5H-benzo[7]annulen-5-ylidene)platinum(II) intermediates with good stereoselectivities. Their tandem rearrangement afforded diverse types of polycycles depending on the electronic nature of the alkenes.

Graphical abstract: Stereocontrolled synthesis of oxygen-bridged polycycles via intermolecular [3+2] cyclization of platinum-bound pyrylium with alkenes

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Publication details

The article was received on 22 Jan 2010, accepted on 24 Feb 2010 and first published on 24 Mar 2010


Article type: Communication
DOI: 10.1039/C001495H
Chem. Commun., 2010,46, 3007-3009

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    Stereocontrolled synthesis of oxygen-bridged polycycles via intermolecular [3+2] cyclization of platinum-bound pyrylium with alkenes

    C. H. Oh, H. J. Yi, J. H. Lee and D. H. Lim, Chem. Commun., 2010, 46, 3007
    DOI: 10.1039/C001495H

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