Stereoselective generation of (E)- and (Z)-2-fluoroalkylidene-type carbenoids from (2-fluoro-1-alkenyl)iodonium salts and their application for stereoselective synthesis of fluoroalkenes

摘要

Alkylidene-type carbenoids, generated from (Z)- or (E)-(2-fluoro-1-alkenyl) iodonium salts by treatment with LDA, reacted with trialkylboranes to give (E)- or (Z)-(fluoroalkenyl) boranes stereoselectively. The resulting (fluoroalkenyl) borane can be used for the selective synthesis of (E)or ( Z)- fluoroalkenes, (E)- or (Z)-fluoroiodoalkenes, and alpha-fluoroketones.