Reaction of trans-benzene dioxide with amines

Journal Article · Tue Oct 20 00:00:00 EDT 1987 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:7159983

Kozlov, N S; Zhavnerko, K A; Prishchepenko, V M

In the reaction of trans-benzene dioxide with one mole of amines the nucleophile adds on the side of the double bond, and trans-2-amino-trans-5,6-epoxy-3-cyclo-hexenols are formed. The opening of the second oxirane ring by amines or by methanol leads to the formation of trans-1,3;6-3,6-diamino-4-cyclohexene-1,2-diols and trans-1,3;2,6-3-amino-6-methoxy-4-cyclohexene-1,2-diols respectively. The PMR spectra were recorded and calculated on a Bruker WM-360 instrument at 360 MHz in deuterochloroform with TMS as internal standard.

• Research Organization: Institute of Physical Organic Chemistry, Minsk (USSR)
• OSTI ID: 7159983
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:5; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ALCOHOLS
ALKENES
AMINES
AROMATICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
COUPLING
COUPLING CONSTANTS
CYCLOALKENES
DEUTERIUM COMPOUNDS
GLYCOLS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INTERMEDIATE COUPLING
ISOMERIZATION
J-J COUPLING
NMR SPECTRA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS