A stereoselective preparation of 1-fluorocyclopropane-1-carboxylate derivatives through radical addition of fluoriodoacetate to alkenes followed by intramolecular substitution reaction

摘要

Triethylborane mediated iodine atom-transfer radical addition of fluoroiodoacetate to 1-alkene or cyclic alkene proceeded in a good yield to give the #alpha#-fluro-#gamma#-iodo esters in non-diastereoselective manner,while the subsequent cyclopropane formation via enolate of the #alpha#-fluoro ester provided the corresponding fluorocyclopropanecarboxylate in a highly cis-or F-endo-selective manner.