4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 78, Pages 14628-14631

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc06044c

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Funding

  1. China Scholarship Council

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

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