posted on 2007-03-30, 00:00authored byHsiu-Yi Cheng, Chong-Si Sun, Duen-Ren Hou
The regioselective palladium-catalyzed formate reduction of
allylic acetates in five- to eight-membered heterocycles is
reported. Reduction of allylic acetates under mild conditions
using allylpalladium chloride dimer, phosphines, and formic
acid/triethylamine in DMF gives the exo-cyclic olefins in
good regioselectivities and high yields. Synthetic application
in preparing N-tosyl-3-oxo-piperidine is also reported.