American Chemical Society
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Regioselective Palladium-Catalyzed Formate Reduction of N-Heterocyclic Allylic Acetates

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journal contribution
posted on 2007-03-30, 00:00 authored by Hsiu-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.