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Stereocontrolled synthesis of oxygen-bridged polycycles via intermolecular [3+2] cyclization of platinum-bound pyrylium with alkenes†
Chang Ho Oh,Hyun Jik Yi,Ji Ho Lee,Dong Hee Lim
Chemical Communications Pub Date : 03/24/2010 00:00:00 , DOI:10.1039/C001495H
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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