Issue 8, 2016

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
20 Cam 2016
Accepted
21 Wax 2016
First published
22 Wax 2016

Org. Chem. Front., 2016,3, 999-1003

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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