Konno Tsutomu, Takehana Tsuyoshi, Mishima Makoto, Ishihara Takashi
Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.
J Org Chem. 2006 Apr 28;71(9):3545-50. doi: 10.1021/jo0602120.
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.
描述了钯催化的γ-氟烷基化烯丙基酯的区域选择性甲酸还原反应。在钯与单齿膦配体的作用下，烯丙基酯的还原优先发生在γ位，在叔碳上带有氟烷基的相应还原产物以高产率得到。当使用手性烯丙基酯时，观察到完全的手性转移，从而以高产率得到光学活性物质。
