“…We reasoned that the trifluoro moiety of 5 could potentially be created via a sequential nucleophilic deoxyfluorination approach (Figure ), based on methods developed by O’Hagan and co-workers for the synthesis of other multivicinal fluoroalkane systems in which the fluoroalkyl moieties are flanked by alkyl, arylalkyl, or tosylate groups. , Thus, an epoxy alcohol ( 7 ) could be subjected to deoxyfluorination, followed by epoxide opening with fluoride, followed by deoxyfluorination of the newly formed alcohol group, to deliver the required vicinal trifluoro moiety ( 6 ). Meanwhile, we reasoned that the amino group of 5 should be protected throughout, and that an aryl group could serve as a latent carboxylic acid until the end of the synthesis. ,, Finally, variation of the stereochemistry of 7 should allow different isomers of 5 to be created.…”