Asymmetric synthesis of α-trifluoromethoxy ketones with a tetrasubstituted α-stereogenic centre via the palladium-catalyzed decarboxylative allylic alkylation of allyl enol carbonates

Chemical Communications : Chem Comm
Hiroya KondoNorio Shibata

Abstract

The palladium-catalyzed asymmetric decarboxylative allylic alkylation of trifluoromethoxy allyl enol carbonates afforded enantioenriched α-trifluoromethoxy allyl ketones that feature a tetrasubstituted α-stereogenic center in excellent yield and high enantioselectivity. The method was further extended to the asymmetric synthesis of α-difluoromethoxy and α-methoxy allyl ketones, which proceeded under similar catalytic conditions.

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Citations

Aug 8, 2018·Angewandte Chemie·Haodong YangPingping Tang
Sep 22, 2020·ChemistryOpen·Lukas Junk, Uli Kazmaier
Aug 2, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yumeng LiangNorio Shibata
Jul 3, 2020·Organic Letters·Xiaohuan Jiang, Pingping Tang

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