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Stereoselective Synthesis of Z Fluoroalkenes through Copper‐Catalyzed Hydrodefluorination of gem ‐Difluoroalkenes with Water
Author(s) -
Hu Jiefeng,
Han Xiaowei,
Yuan Yu,
Shi Zhuangzhi
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201708224
Subject(s) - chemistry , moiety , catalysis , stereoselectivity , copper , fluorine , combinatorial chemistry , organic chemistry , acceptor , halogenation , physics , condensed matter physics
A copper catalytic system was established for the stereoselective hydrodefluorination of gem‐difluoroalkenes through C−F activation to synthesize various Z fluoroalkenes. H 2 O is used as the hydrogen source for the fluorine acceptor moiety. This mild catalytic system shows good‐functional group compatibility, accepting a range of carbonyls as precursors to the gem‐difluoroalkenes, including aliphatic, aromatic, and α,β‐unsaturated aldehydes and even ketones. It serves as a powerful synthetic method for the late‐stage modification of complex compounds.