Synthesis and stereochemistry of secondary amines of the 2,6,6-trimethylbicyclo(3. 1. 1)heptane series

Journal Article · Wed Apr 20 04:00:00 EDT 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6007920

Kalechits, G V; Kozlov, N G; Vyalimyae, T K

1S,2S,3R-N-Alkyl-2,6,6-trimethylbicyclo(3.1.1)hept-3-ylamines were synthesized by the catalytic hydroamination of 1R,2R,3R-pinan-3-ol (isopinocampheol) with aliphatic nitriles. The absolute configuration of the obtained compounds was determined. The reaction takes place strictly stereospecifically through the epimerization of 1R,2R-pinan-3-one to 1S,2S-pinan-3-one.

• Research Organization: Institute of Physical Organic Chemistry, Minsk (USSR)
• OSTI ID: 6007920
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:11; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALCOHOLS
ALKALI METAL COMPOUNDS
ALUMINIUM COMPOUNDS
ALUMINIUM OXIDES
AMINATION
AMINES
CATALYSIS
CATALYSTS
CATALYTIC EFFECTS
CHALCOGENIDES
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHROMATOGRAPHY
COPPER
ELEMENTS
HYDROGEN COMPOUNDS
HYDROXIDES
HYDROXY COMPOUNDS
INFRARED SPECTRA
ISOMERS
KINETICS
LITHIUM COMPOUNDS
LITHIUM HYDROXIDES
MASS SPECTRA
METALS
NMR SPECTRA
ORGANIC COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
REACTION KINETICS
SEPARATION PROCESSES
SPECTRA
STEREOCHEMISTRY
SYNTHESIS
TRANSITION ELEMENTS
YIELDS