Caspi, Daniel D. and Garg, Neil K. and Stoltz, Brian M. (2005) Heterogeneous Reductive Isomerization Reaction Using Catalytic Pd/C and H_2. Organic Letters, 7 (12). pp. 2513-2516. ISSN 1523-7060. doi:10.1021/ol050952f. https://resolver.caltech.edu/CaltechAUTHORS:20170222-150113004
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Abstract
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.
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| 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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| Issue or Number: | 12 | ||||||||||||||||||||||||||
| DOI: | 10.1021/ol050952f | ||||||||||||||||||||||||||
| Record Number: | CaltechAUTHORS:20170222-150113004 | ||||||||||||||||||||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20170222-150113004 | ||||||||||||||||||||||||||
| Official Citation: | Heterogeneous Reductive Isomerization Reaction Using Catalytic Pd/C and H2 Daniel D. Caspi, Neil K. Garg, and Brian M. Stoltz Organic Letters 2005 7 (12), 2513-2516 DOI: 10.1021/ol050952f | ||||||||||||||||||||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||||||||||||||||||
| ID Code: | 74474 | ||||||||||||||||||||||||||
| Collection: | CaltechAUTHORS | ||||||||||||||||||||||||||
| Deposited By: | Ruth Sustaita | ||||||||||||||||||||||||||
| Deposited On: | 23 Feb 2017 17:22 | ||||||||||||||||||||||||||
| Last Modified: | 11 Nov 2021 05:27 |
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