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Published June 9, 2005 | Supplemental Material
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Heterogeneous Reductive Isomerization Reaction Using Catalytic Pd/C and H_2


A highly selective catalytic reductive isomerization reaction is described. The extremely mild and neutral reaction conditions (10% Pd/C, H_2, and MeOH at 0 °C) tolerate a wide range of functional groups and generally result in excellent yields. Mechanistic studies suggest that this reaction does not proceed via a stepwise reduction/elimination sequence or a π-allylpalladium intermediate.

Additional Information

© 2005 American Chemical Society. Received 28 April 2005. Published online 14 May 2005. Published in print 1 June 2005. The authors gratefully acknowledge the NIH-NIGMS (R01 GM65961-01), the NDSEG (predoctoral fellowship to N.K.G.), Eli Lilly (predoctoral fellowship to D.D.C.), AstraZeneca, Boehringer Ingelheim, Johnson & Johnson, Pfizer, Merck, Amgen, Research Corporation, Roche, and GlaxoSmithKline for generous funding.

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