4.4 Article

Chiral copper-catalyzed enantioselective Michael difluoromethylation of arylidene meldrum's acids with (difluoromethyl)zinc reagents

Journal

TETRAHEDRON
Volume 75, Issue 31, Pages 4099-4103

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2019.05.050

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Funding

  1. Japan Science and Technology Agency (JST) (ACT-C: Creation of Advance Catalytic Transformation for the Sustainable Manufacturing at Low Energy, Low Environmental Load)

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The catalytic enantioselective difluoromethylation of arylidene Meldrum's acids with (difluoromethyl) zinc reagent, easily prepared through zinc/iodide exchange reaction of difluoroiodomethane and diethylzinc with co-solvent such as pyridines, by a chiral phosphoramidite-Cu catalyst is shown to provide highly enantioselective sp [3]-difluoromethyl Michael addition product in good yields and high levels of enantioselectivity. (C) 2019 Published by Elsevier Ltd.

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