Copper-catalyzed allylic difluoromethylation of allyl carbonates with (difluoromethyl)zinc reagent

Add time:08/02/2019    Source:sciencedirect.com

The catalytic allylic difluoromethylation of allyl carbonates with (difluoromethyl)zinc reagent, which can be readily prepared via iodine-zinc exchange reaction of difluoroiodomethane with diethylzinc, was achieved by employing copper salt as a catalyst. The difluoromethylation proceeded with not only good-to-high yields but also complete regioselectivity. Furthermore, the reaction was demonstrated to be stereospecific, and hence chiral allylic difluoromethylated compound can be obtained by treatment of chiral substrates which are synthesized through catalytic asymmetric hydrogenation of α,β-unsaturated carbonyl compounds.

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