466686-17-9Relevant articles and documents
Enantioselective synthesis of β,γ-unsaturated α-fluoroesters catalyzed by N-heterocyclic carbenes
Zhao, Yu-Ming,Cheung, Man Sing,Lin, Zhenyang,Sun, Jianwei
supporting information, p. 10359 - 10363 (2012/11/14)
NHC meets F: NHC-bound enolates undergo a catalytic asymmetric fluorination reaction to β,γ-unsaturated α-fluoroesters, which are obtained with good efficiency and stereoselectivity (see scheme, NFSI=N- fluorobenzenesulfonimide). The strategy overcomes possible challenges, such as fluorination in the γ position and difluorination. Experimental evidence combined with DFT calculations provides insight into the reaction mechanism. Copyright