Issue 23, 1976
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Mechanism of the boron trifluoride-catalysed cyclisation of some cyclo-octenylidene derivatives

Robert S. Atkinson  and  Richard H. Green  

Abstract

The conversion of ethyl cyclo-oct-4-enylideneacetate (1) into ethyl 1-phenylbicyclo[3.3.1]nonane-9-carboxylate (2) and the corresponding acid (3) by boron trifluoride–ether complex in benzene has been investigated, and a mechanism is suggested. Ethyl (1-phenylcyclo-oct-4-enyl)acetate (11) and ethyl 5-phenylcyclo-octylideneacetate (10) have been synthesised; examination of their separate reactions with boron trifluoride–ether in benzene shows that neither is an intermediate in the conversion.

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Article information

DOI
https://doi.org/10.1039/P19760002457
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1976, 2457-2462

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Mechanism of the boron trifluoride-catalysed cyclisation of some cyclo-octenylidene derivatives

R. S. Atkinson and R. H. Green, J. Chem. Soc., Perkin Trans. 1, 1976, 2457 DOI: 10.1039/P19760002457

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