Bismuth(iii) triflate-catalysed tandem cyclisations towards complex polycyclic ethers. Issue 8 (29th June 2016)

• Record Type: Journal Article
• Authors: Ondet, Pierrick; Lempenauer, Luisa; Duñach, Elisabet; Lemière, Gilles
• Is Part Of: Organic chemistry frontiers. Volume 3:Issue 8(2016:Aug.)
• Page Start: 999
• Page End: 1003
• Publication Date: 2016-06-29
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c6qo00212a
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A series of complex polycyclic ethers have been synthesised under very mild conditions using a low catalyst loading of bismuth(iii ) triflate. 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.