128677-87-2Relevant academic research and scientific papers
Palladium-Catalyzed Diastereoselective Synthesis of 3-Arylbutanoic Acid Derivatives
Zhi, Wubin,Li, Jingya,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie
, p. 12286 - 12293 (2017/12/08)
The first palladium-catalyzed diastereoselective conjugate addition of arylboronic acids to chiral imides is reported. The catalytic system employing 4-tert-butyloxazolidin-2-one as the chiral auxiliary in a mixed solvent system of MeOH/H2O (1:3) under an air atmosphere provides the optically active 3-arylbutanoic acid derivatives in excellent yields with high diastereoselectivity.
Highly diastereoselective conjugate additions of monoorganocopper reagents to chiral imides
Dambacher, Jesse,Anness, Robert,Pollock, Patrick,Bergdahl, Mikael
, p. 2097 - 2110 (2007/10/03)
Stereoselective conjugate additions to chiral N-enoyl amides employing various monoorganocuprate reagents, Li[RCuI], are described. The presence of TMSI in the addition of Li[RCuI] in THF provided the highest stereoselectivities. Reversed major diastereom
Asymmetric conjugate additions of TMSI promoted monoorganocuprate reagents, Li[RCuI], to various N-enoyl oxazolidinones
Pollock, Patrick,Dambacher, Jesse,Anness, Robert,Bergdahl, Mikael
, p. 3693 - 3697 (2007/10/03)
Diastereoselective conjugate additions to different α,β-unsaturated N-acyl oxazolidinones using various monoorganocuprate reagents, Li[RCuI], are described. The TMSI activated conjugate addition reactions provided high yields (80-98%) and reversed major d
Diastereoselection in the conjugate additions of organocopper reagents to N-enoyloxazolidinones
Williams, David R.,Kissel, William S.,Li, Jie Jack
, p. 8593 - 8596 (2007/10/03)
A survey of conjugate additions of Yamamoto organocopper reagents to N- enoyl-4-substituted oxazolidinones is reported. Diastereofacial selectivity is reversed for 4-phenyl and 4-benzyloxazolidinones of the same relative configuration. Alkenylcopper reage
Stereoselective Conjugate Addition of Organoaluminum Chlorides to α,β-Unsaturated Carboxylic Acid Derivatives
Rueck, Karola,Kunz, Horst
, p. 1018 - 1028 (2007/10/02)
Organoaluminum chlorides react smoothly with α,β-unsaturated N-acyloxazolidinones providing chiral β-branched carboxylic acid derivatives.An unexpected contrast between the mode of reaction of dimethylaluminum chloride and that of the higher homologues is observed.While diethylaluminum chloride and its higher homologues react with the acceptors at low temperature via a polar pathway, dimethylaluminum chloride requires activation by UV-light or radical initiation under otherwise identical conditions.With bicyclic oxazolidinones derived from galactosamine a high stereoselection is accomplished in the formation of the branched carboxylic acid derivative.
Asymmetric synthesis of unusual amino acids: An efficient synthesis of optically pure isomers of β-methylphenylalanine
Dharanipragada,VanHulle,Bannister,Bear,Kennedy,Hruby
, p. 4733 - 4748 (2007/10/02)
Substitution of the diastereotopic β-hydrogens of many α-amino acids provides an approach to the three dimensional topographic control of peptide structure. Asymmetric synthesis of the desired amino acids is needed to facilitate these studies. All four in
ASYMMETRIC SYNTHESIS OF UNUSUAL AMINO ACIDS: SYNTHESIS OF OPTICALLY PURE ISOMERS OF β-METHYLPHENYLALANINE
Dharanipragada, Ramalinga,Nicolas, Ernesto,Toth, Geza,Hruby, Victor J.
, p. 6841 - 6844 (2007/10/02)
All the four individual isomers of β-methylphenylalanine have been synthesized in very high optical purities by utilizing in part the chiral imide enolate bromination methodology of Evans and co-workers.
