Issue 17, 2010

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

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

Supplementary files

Article information

Article type
Communication
Submitted
22 Jan 2010
Accepted
24 Feb 2010
First published
24 Mar 2010

Chem. Commun., 2010,46, 3007-3009

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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