1286694-34-5Relevant academic research and scientific papers
Highly stereoselective and one-pot synthesis of tetra-substituted monofluoroalkenes with aldehydes and fluorobis(phenylsulfonyl)methane
Shen, Xiao,Ni, Chuanfa,Hu, Jinbo
, p. 878 - 884 (2013/08/23)
A highly stereoselective synthesis of tetrasubstituted monofluoroalkenes with aldehydes and fluorobis(phenylsulfonyl)methane (FBSM) in one pot has been developed. The reaction was amenable to para- and meta-substituted aryl aldehydes, 2-naphthaldehyde, and cinnamaldehyde, giving phenylsulfonyl- substituted monofluoroalkenes in 40%-86% yields with 98/2-99/1 Z/E ratios. The presence of the sulfonyl group enables the further transformation of the products into more useful monofluoroalkenes. Highly stereoselective and one-pot synthesis of tetrasubstituted monofluoroalkenes with fluorobis(phenylsulfonyl) methane (FBSM) as the fluoroolefination reagent has been developed. This protocol is amenable to the transformation of non-enolizable aldehydes with less sterically demanding substituents. For enolizable aldehydes and sterically hindered aromatic aldehydes, the reaction furnishes carbonyl addition products. Copyright
