Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 9, Pages 3545-3550Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0602120
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The regioselective palladium-catalyzed formate reduction of gamma-fluoroalkylated allylic esters is described. Reduction of the allylic esters under the influence of palladium with a monodentate phosphine ligand proceeded preferentially at the gamma position, the corresponding reduction products with a fluoroalkyl group at the tertiary carbon being afforded in high yields. When the chiral allylic ester was employed, complete chirality transfer was observed, leading to the optically active materials in high yields.
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