Enantiomeric resolution and absolute configuration of asymmetric derivatives of 3,7-dimethylenebicyclo(3. 3. 1)nonane. Synthesis of chiral derivatives of adamantane

Journal Article · Fri Jan 10 00:00:00 EST 1986 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6250500

Krasutskii, P A; Rodionov, V N; Chesskaya, N S; Yurchenko, A G

A new method was developed for the enantiomeric resolution of asymmetric derivatives of 3,7-dimethylenebicyclo(3.3.1)nonane by liquid chromatography on a chiral sorbent, i.e., silica gel impregnated with silver d-camphor-10-sulfonate. During transannular electrophilic cyclization and photocyclization the enantiomeric dienes, the absolute configurations of which were determined by means of the circular dichromism spectra, form chiral derivatives of adamantane with full retention of the optical purity.

• Research Organization: Kiev Polytechnic Institute, USSR
• OSTI ID: 6250500
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Vol. 21:8; Other Information: Translated from Zh. Org. Khim.; 21: No.8, 1684-1691(Aug 1985)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
CYCLOALKANES
NMR SPECTRA
ENANTIOMORPHS
SILVER COMPLEXES
CATALYTIC EFFECTS
SULFONATES
ADAMANTANE
ASYMMETRY
CAMPHOR
CHIRAL SYMMETRY
DEHYDROCYCLIZATION
DIENES
EUROPIUM COMPLEXES
HYPERFINE STRUCTURE
ISOMERIZATION
MAGNETIC CIRCULAR DICHROISM
PHOTOCHEMICAL REACTIONS
REAGENTS
SILICA GEL
STEREOCHEMISTRY
ULTRAVIOLET SPECTRA
ADSORBENTS
ALKANES
CHEMICAL REACTIONS
COMPLEXES
DICHROISM
HYDROCARBONS
KETONES
ORGANIC COMPOUNDS
ORGANIC SULFUR COMPOUNDS
POLYENES
RARE EARTH COMPLEXES
SPECTRA
SYMMETRY
TERPENES
TRANSITION ELEMENT COMPLEXES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory