N-Heterocyclic Carbene-Catalyzed Hydroacylation of Unactivated Double Bonds

Hirano, Keiichi ; Biju, Akkattu T. ; Piel, Isabel ; Glorius, Frank (2009) N-Heterocyclic Carbene-Catalyzed Hydroacylation of Unactivated Double Bonds Journal of the American Chemical Society, 131 (40). pp. 14190-14191. ISSN 0002-7863

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Official URL: http://doi.org/10.1021/ja906361g

Related URL: http://dx.doi.org/10.1021/ja906361g

Abstract

An intramolecular N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated double bonds is reported. Systematic variation of the catalyst structure revealed an N-mesitylthiazolylidene annulated with a seven-membered ring to be especially reactive. This NHC enables a unique C-C bond-forming reaction to afford substituted chroman-4-ones in moderate to excellent yields, even ones containing all-carbon quaternary centers.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society
ID Code:128736
Deposited On:03 Nov 2022 06:56
Last Modified:03 Nov 2022 06:56

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