Rhodium(I)-catalysed asymmetric hydrogenation of imines

1 January 1988

journal article
research article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications

No. 22,p. 1466-1467
https://doi.org/10.1039/c39880001466

Abstract

The imines ArC(Me)NCH₂Ph (Ar = Ph, 2-MeO-C₆H₄, 4-MeO-C₆H₄) are hydrogenated to the corresponding secondary amines at 1000 psig H₂, in 1 : 1 C₆H₆/MeOH, using an in situ Rh^I/(R)-cycphos system (cycphos = Ph₂PCH(C₆H₁₁)CH₂PPh₂); a maximum of 91% enantiomeric excess (e.e.) is achieved at lower temperatures (–25 °C) in the presence of iodide cocatalyst.

Keywords

IMINES
RHODIUM
ASYMMETRIC HYDROGENATION
CATALYSED ASYMMETRIC
CORRESPONDING
C6H6/MEOH
ENANTIOMERIC
E.E