Oxidative γ-addition of enals to trifluoromethyl ketones: enantioselectivity control via Lewis acid/N-heterocyclic carbene cooperative catalysis

Journal of the American Chemical Society
Junming MoYonggui Robin Chi

Abstract

An oxidative γ-functionalization of enals under N-heterocyclic carbene (NHC) catalysis to give unsaturated δ-lactones is disclosed. Enantioselectivity control involving the relatively remote enal γ-carbon was achieved via Lewis acid [Sc(OTf)(3) or combined Sc(OTf)(3)/Mg(OTf)(2)] and NHC cooperative catalysis.

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Citations

Jul 9, 2013·Journal of the American Chemical Society·Javier IzquierdoKarl A Scheidt
Feb 4, 2014·TheScientificWorldJournal·Lin HeGuang-Fen Du
Apr 16, 2016·Organic Letters·Qianfa Jia, Jian Wang
Jun 9, 2016·Journal of the American Chemical Society·Chang GuoFrank Glorius
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Jul 18, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Mateusz K CybulskiMichael K Whittlesey
Jan 31, 2018·Angewandte Chemie·Rachel M GillardDavid W Lupton
Oct 28, 2017·Organic & Biomolecular Chemistry·Huijun YuanWenjun Li
Jun 15, 2016·Chemical Communications : Chem Comm·Bao-Sheng LiYonggui Robin Chi

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