Issue 78, 2015

NHC-catalyzed activation of α,β-unsaturated N-acyltriazoles: an easy access to dihydropyranones

Abstract

An N-heterocyclic carbene catalyzed activation of α,β-unsaturated N-acyltriazoles is described. The in situ generated α,β-unsaturated acylazolium intermediates allowed an enantioselective formal [3+3] cycloaddition with 1,3-dicarbonyl compounds. The resulting dihydropyranones are formed in good to excellent yields and with high enantioselectivities.

Graphical abstract: NHC-catalyzed activation of α,β-unsaturated N-acyltriazoles: an easy access to dihydropyranones

Supplementary files

Article information

Article type
Communication
Submitted
20 Jul 2015
Accepted
14 Aug 2015
First published
14 Aug 2015

Chem. Commun., 2015,51, 14628-14631

NHC-catalyzed activation of α,β-unsaturated N-acyltriazoles: an easy access to dihydropyranones

Q. Ni, J. Xiong, X. Song, G. Raabe and D. Enders, Chem. Commun., 2015, 51, 14628 DOI: 10.1039/C5CC06044C

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