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Issue 8, 2016
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Bismuth(iii) triflate-catalysed tandem cyclisations towards complex polycyclic ethers

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Abstract

Herein is described a double cyclisation of α-hydroxy enol ethers with a tethered olefinic double bond, readily obtained from simple ketone precursors. Interesting bridged polycyclic compounds with an additional oxaspirocycle are formed under mild conditions using a low loading of recyclable bismuth(III) triflate as the catalyst. Some experimental evidence accounts for concerted (or pseudo-concerted) polycyclisation.

Graphical abstract: Bismuth(iii) triflate-catalysed tandem cyclisations towards complex polycyclic ethers

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Article information


Submitted
20 May 2016
Accepted
21 Jun 2016
First published
22 Jun 2016

Org. Chem. Front., 2016,3, 999-1003
Article type
Research Article

Bismuth(III) triflate-catalysed tandem cyclisations towards complex polycyclic ethers

P. Ondet, L. Lempenauer, E. Duñach and G. Lemière, Org. Chem. Front., 2016, 3, 999
DOI: 10.1039/C6QO00212A

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