@article{oai:nagoya.repo.nii.ac.jp:02001509, author = {Yamamoto, Yoshihiko and Sakai, Motoji and Ishida, Yuki and Yasui, Takeshi}, issue = {1}, journal = {The Journal of Organic Chemistry}, month = {Jan}, note = {Herein, we report the synthesis of 1-(difluoromethyl)alkenes via a palladium-catalyzed reaction of difluoromethyl-substituted allylic phosphates with 1,3-dicarbonyl compounds using PdCl2(PPh3)2 as a precatalyst. 1,3-Dicarbonyl compounds attacked the γ-carbon with respect to the difluoromethyl group to afford their corresponding SN2′-type substitution products irrespective of the substitution pattern in the allylic phosphates. This regioselectivity has been ascribed to the electronic environment of the unsymmetrical π-allylpalladium intermediate using density functional theory (DFT) calculations. The reaction of difluoromethyl-substituted allylic phosphates with imides was also carried out using a different catalyst system composed of [PdCl(η^3-allyl)]2 and di(diphenylphosphino)butane (dppb).}, pages = {1053--1064}, title = {Synthesis of 1-(Difluoromethyl)alk-1-enes via Palladium-Catalyzed SN2′-Type Substitution Reaction of Difluoromethylated Allylic Phosphates with 1,3-Dicarbonyl Compounds and Imides}, volume = {86}, year = {2021} }