3319-04-8Relevant articles and documents
Dynamic kinetic resolution allows a highly enantioselective synthesis of cis-α-aminocycloalkanols by ruthenium-catalyzed asymmetric hydrogenation
Liu, Sheng,Xie, Jian-Hua,Wang, Li-Xin,Zhou, Qi-Lin
, p. 7506 - 7508 (2008/09/17)
(Chemical Equation Presented) Resolutely dynamic hydrogenation: A highly efficient asymmetric hydrogenation of racemic N,N-disubstituted α-aminocycloalkanones involving dynamic kinetic resolution in the presence of a ruthenium catalyst gives chiral α-aminocycloalkanols with excellent enantioselectivities and cis diastereoselectivities (see scheme). A synthesis of optically pure U-(-)-50488 based on this reaction is reported.
Studies on the Oxidation of Enamines with Molecular Oxygen. I. Oxidation of Some Piperidino Alkenes
Blau, Karla,Voerckel, V.
, p. 285 - 292 (2007/10/02)
In the autoxidation of 1-piperidinocyclohex-1-ene (1), 1-piperidinobut-1-ene (2), 3-piperidinopent-2-ene (3), and 1-piperidino-2-methyl-prop-1-ene (4) only products of an oxidative attack at the C=C-double bond are formed.Both α-aminoketones, the products of the rearrangement of primarily formed epoxides, and products of the oxidative scission of the C=C double bond are obtained.As a side reaction some hydrolysis of the starting enamines takes place.This hydrolysis proves that some water must be formed during the enamine oxidation.