Kinetic resolution of acids in acylation reactions in the presence of chiral tertiary amines

Journal Article · Sun Jul 10 00:00:00 EDT 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6008138

Potapov, V M; Dem'yanovich, V M; Khlebnikov, V A

Asymmetric synthesis has now become an important method for the production of optically active compounds, and its most attractive form is asymmetric catalysis. This work was devoted to an investigation into asymmetric catalysis with chiral tertiary amines in acylation reactions. During the acylation of alcohols and amines by the action of racemic 2-phenylpropionic and 2-methyl-3-phenylpropionic acids in the presence of S-nicotine the initial acids are resolved kinetically. The (R)-2-phenylpropionic acid obtained in this way had an optical purity of 0.5-1.5%.

• Research Organization: M.V. Lomonosov Moscow State Univ. (USSR)
• OSTI ID: 6008138
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:2; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACYLATION
ALCOHOLS
ALKALOIDS
AMINES
AROMATICS
ASYMMETRY
AUTONOMIC NERVOUS SYSTEM AGENTS
AZINES
AZOLES
CARBOXYLIC ACIDS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
DRUGS
ETHANOL
HETEROCYCLIC COMPOUNDS
HYDROXY COMPOUNDS
IMIDES
INFRARED SPECTRA
KINETICS
METHANOL
MONOCARBOXYLIC ACIDS
NICOTINE
NMR SPECTRA
OPTICAL PROPERTIES
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PARASYMPATHOLYTICS
PARASYMPATHOMIMETICS
PHENOL
PHENOLS
PHYSICAL PROPERTIES
PROPIONIC ACID
PYRIDINES
PYRROLES
PYRROLIDINES
REACTION KINETICS
RESOLUTION
SPECTRA
STEREOCHEMISTRY