Issue 17, 2010
From the journal:

Chemical Communications

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

Chang Ho Oh,*a   Hyun Jik Yi,a   Ji Ho Leea  and  Dong Hee Lima  

* Corresponding authors

a Department of Chemistry, Hanyang University, Haengdang-17, Sungdong-Gu, Seoul 133-791, Korea
E-mail: changho@hanyang.ac.kr
Fax: (+82) 22299 0762
Tel: (+82) 22220 0932

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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Article information

DOI
https://doi.org/10.1039/C001495H
Article type
Communication
Submitted
22 Jan 2010
Accepted
24 Feb 2010
First published
24 Mar 2010

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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