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Synthesis of a tertiary carbinamide via a novel Rh-catalyzed asymmetric hydrogenation.
Limanto, John; Shultz, C Scott; Dorner, Benjamin; Desmond, Richard A; Devine, Paul N; Krska, Shane W.
Affiliation
  • Limanto J; Department of Process Research, Merck Research Laboratories, Merck & Co., Inc., Rahway, New Jersey 07065, USA. john_limanto@merck.com
J Org Chem ; 73(4): 1639-42, 2008 Feb 15.
Article in En | MEDLINE | ID: mdl-18186647
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 946 enantiomeric ratio. Upon crystallization, the product was isolated in 91% isolated yield and 955 enantiomeric ratio.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Rhenium / Amides / Hydrogen Language: En Journal: J Org Chem Year: 2008 Document type: Article
Fulltext
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PubMed Links
Search on Google

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Rhenium / Amides / Hydrogen Language: En Journal: J Org Chem Year: 2008 Document type: Article