Tetrahedron: Asymmetry

Unusual amino acids III. Asymmetric synthesis of 3-arylalanines

S Taudien, K Schinkowski, HW Krause

Index: Taudien, Stefan; Schinkowski, Klaus; Krause, Hans-Walter Tetrahedron: Asymmetry, 1993 , vol. 4, # 1 p. 73 - 84

Full Text: HTML

Citation Number: 29

Abstract

Abstract 21 (Z)-α-N-benzoylamino-β-arylacrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active α-benzoyl-β- arylalanine derivatives with optical yields in the range of 82–95% ee using the cationic rhodium complex of “PROPRAPHOS” as the chiral catalyst. No electronical influences of the substituents at the aryl moiety on the enantioselectivity were observed but a sterical one, ...

Related Articles:

Peptide-Catalyzed Conversion of Racemic Oxazol-5 (4 H)-ones into Enantiomerically Enriched α-Amino Acid Derivatives

[Metrano, Anthony J.; Miller, Scott J. Journal of Organic Chemistry, 2014 , vol. 79, # 4 p. 1542 - 1554]

Substituted hippurates and hippurate analogs as substrates and inhibitors of peptidylglycine α-hydroxylating monooxygenase (PHM)

[Kameda et al. Yakugaku Zasshi, 1958 , vol. 78, p. 767 Chem.Abstr., 1958 , p. 18237]

More Articles...