62474-74-2Relevant academic research and scientific papers
Practical enantioselective hydrogenation of α-aryl- and α-carboxyamidoethylenes by rhodium(I)-{1,2-bis[(o-tert-butoxyphenyl) (phenyl)phosphino]ethane}
Mohar, Barbara,Stephan, Michel
, p. 594 - 600 (2013/05/09)
The rhodium(I)-{1,2-bis[(o-tert-butoxyphenyl)(phenyl)phosphino]ethane} [Rh(I)-(t-Bu-SMS-Phos)] catalyst system displayed prime efficiency in the hydrogenation of large series of aamidostyrenes and a-amidoacrylates. Up to >99.9% enantiomeric excesses coupl
PipPhos and MorfPhos: Privileged monodentate phosphoramidite ligands for rhodium-catalyzed asymmetric hydrogenation
Bernsmann, Heiko,Van Den Berg, Michel,Hoen, Rob,Minnaard, Adriaan J.,Mehler, Gerlinde,Reetz, Manfred T.,De Vries, Johannes G.,Feringa, Ben L.
, p. 943 - 951 (2007/10/03)
(Chemical Equation Presented) A library of 20 monodentate phosphoramidite ligands has been prepared and applied in rhodium-catalyzed asymmetric hydrogenation. This resulted in the identification of two ligands, PipPhos and MorfPhos, that afford excellent
Kinetic resolution of amines: A highly enantioselective and chemoselective acetylating agent with a unique solvent-induced reversal of stereoselectivity
Arseniyadis, Stellios,Valleix, Alain,Wagner, Alain,Mioskowski, Charles
, p. 3314 - 3317 (2007/10/03)
Solvents lend a hand: Changing the polarity of the reaction solvent from 1,3-dimethyltetrahydropyrimidin-2-one (DMPU) to toluene reverses the stereo-selectivity observed in the acetylation of amines with (1S,2S)-1 (see scheme). Optimizing the reaction conditions led to an unprecedented 90% ee (S) in DMPU at -20°C with a 33% conversion.
Optically active 1,1′-Di-tert-butyl-2,2′-diphosphetanyl and its application in rhodium-catalyzed asymmetric hydrogenations
Imamoto, Tsuneo,Oohara, Nobuhiko,Takahashi, Hidetoshi
, p. 1353 - 1358 (2007/10/03)
(1S,1′S,2R,2′R)-1, 1′-Di-tert-butyl-2,2′- diphosphetanyl was prepared from fert-butylphosphine via phosphine-boranes as intermediates. The rhodium complex of the ligand was used as a highly efficient catalyst in asymmetric hydrogenations of α-acetyl-amino
A Chiral Recognition Model for the Chromatographic Resolution of N-Acylated 1-Aryl-1-aminoalkanes
Pirkle, William H.,Welch, Christopher J.,Hyun, Myung Ho
, p. 5022 - 5026 (2007/10/02)
The enantiomers of N-acyl derivatives of 1-aryl-1-aminoalkanes generally may be chromatographically separated on a silica-bonded chiral stationary phase derived from N-(3,5-dinitrobenzoyl)phenylglycine.Chiral recognition is enhanced by increases in either the ? basicity of the aryl substituent or the size of the alkyl substituent but is diminished by increases in the size of the acyl group.Carbamate and urea derivatives of these amines are also resolvable.Chiral recognition models are proposed to account for the observed chiral recognition and are used to assign absolute configuration to several acylated amines.
