- Synthesis of a tertiary carbinamide via a novel Rh-catalyzed asymmetric hydrogenation.
Synthesis of a tertiary carbinamide via a novel Rh-catalyzed asymmetric hydrogenation.
The Journal of organic chemistry (2008-01-12)
John Limanto, C Scott Shultz, Benjamin Dorner, Richard A Desmond, Paul N Devine, Shane W Krska
PMID18186647
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.
MATERIALI
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Sigma-Aldrich
tert-Butyl (R)-3-(2-acetamidopropan-2-yl)-6-chloro-5-methyl-2,3-dihydrospiro[indene-1,4′-piperidine]-1′-carboxylate