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. 2011 Dec 23;50(52):12626-30.
doi: 10.1002/anie.201106155. Epub 2011 Nov 4.

Designing N-heterocyclic carbenes: simultaneous enhancement of reactivity and enantioselectivity in the asymmetric hydroacylation of cyclopropenes

Fan Liu  1 , Xavier Bugaut, Michael Schedler, Roland Fröhlich, Frank Glorius
Affiliations

Designing N-heterocyclic carbenes: simultaneous enhancement of reactivity and enantioselectivity in the asymmetric hydroacylation of cyclopropenes

Fan Liu et al. Angew Chem Int Ed Engl. .

Abstract

Faster, higher, stronger! The N-heterocyclic carbene (NHC) catalyzed diastereo- and enantioselective hydroacylation of cyclopropenes affords structurally valuable acylcyclopropanes. A new family of electron-rich, 2,6-dimethoxyphenyl-substituted NHCs induces excellent reactivity and enantioselectivity. Preliminary kinetic studies unambiguously demonstrated the superiority of this family of catalysts over known NHCs in this challenging transformation.

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