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 May 2016
Accepted
21 Jun 2016
First published
22 Jun 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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements