A Novel platinum tetrachloride-catalyzed cyclorearrangement of allyl propynyl ethers to 3-oxabicyclo [4.1. 0] heptenes.

J Blum, H Beer-Kraft, Y Badrieh

Index: Blum, Jochanan; Beer-Kraft, Hanita; Badrieh, Yacoub Journal of Organic Chemistry, 1995 , vol. 60, # 17 p. 5567 - 5569

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Citation Number: 132

Abstract

Allyl propynyl ethers of general formula RCECCHZOCHZCH= CHR (1) undergo cycloremangement to 3-oxabicyclo [4. l. 0lhept-4-enes (2) in oxygen-free benzene upon brief treatment at room temperature with catalytic amount of PtC14. The transformation of 1 to 2 is assumed to involve platinumallene intermediates. The structure of 7-(l-naphthyl)-6- phenyl-3-oxabicyclo [4. l. 0lhept-4-ene(2c) has been determined by X-ray diffraction ...

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