Synthesis of a tertiary carbinamide via a novel Rh-catalyzed asymmetric hydrogenation |
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| Authors: | Limanto John Shultz C Scott Dorner Benjamin Desmond Richard A Devine Paul N Krska Shane W |
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| Affiliation: | Department of Process Research, Merck Research Laboratories, Merck & Co., Inc., Rahway, New Jersey 07065, USA. john_limanto@merck.com |
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| Abstract: | Asymmetric hydrogenation of allylic dimethylcarbinamide 2 with 1 mol % of cationic Rh(I)-Josiphos complex in THF under 500 psi of H2 generated the corresponding tertiary carbinamide 1 in 98.5% assay yield and a 94:6 enantiomeric ratio. Upon crystallization, the product was isolated in 91% isolated yield and 95:5 enantiomeric ratio. |
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