Reactions of pennogenin and related compounds. Part 2. Reaction of pennogenin 3,17-diacetate with BF/sub 3/ x Et/sub 2/O
Journal Article
·
· Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)
The rearrangement of pennogenin 3,17-diacetate under the action of BF/sub 3/ x Et/sub 2/O gives the following products: 20S, 22R, 25R-16..cap alpha.., 17..cap alpha.., 22-(1',1',1'-ethylidenetrioxy)-22,26-epoxy-cholest-5-ene-3..beta..-ol-3-acetate and 20S, 25R-16..cap alpha..-0.17..cap alpha..-0.23-(1',1',1'-ethylidenedioxy-22,26-epoxycholest-5,22-diene-3..beta..-ol-3-acetate. Acetylation of C/sup 17/..cap alpha..-OH in the 25R-spirostan series leads to anomalously large effects on the values of chemical shifts of the /sup 13/C(C/sup 16/) and /sup 1/H(H/sup 16/) nuclei in their /sup 13/C and /sup 1/H NMR spectra.
- Research Organization:
- N.D. Zelinskii Institute of Organic Chemistry, Moscow, USSR
- OSTI ID:
- 5889465
- Journal Information:
- Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Vol. 36:2; Other Information: Translated from Izestiya Akademii Nauk SSSR, Seriya Khimicheskaya; 36: No. 2, 431-436(Feb 1987)
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
ACETATES
ISOMERIZATION
NMR SPECTRA
BORON FLUORIDES
CATALYTIC EFFECTS
ACETYLATION
CARBON 13
CHEMICAL SHIFT
CONFIGURATION INTERACTION
CONFORMATIONAL CHANGES
COUPLING CONSTANTS
ELECTRONIC STRUCTURE
HYDROGEN 1
HYPERFINE STRUCTURE
J-J COUPLING
MOLECULAR STRUCTURE
STEREOCHEMISTRY
ACYLATION
BORON COMPOUNDS
CARBON ISOTOPES
CARBOXYLIC ACID SALTS
CHEMICAL REACTIONS
COUPLING
EVEN-ODD NUCLEI
FLUORIDES
FLUORINE COMPOUNDS
HALIDES
HALOGEN COMPOUNDS
HYDROGEN ISOTOPES
INTERMEDIATE COUPLING
ISOTOPES
LIGHT NUCLEI
NUCLEI
ODD-EVEN NUCLEI
SPECTRA
STABLE ISOTOPES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
ACETATES
ISOMERIZATION
NMR SPECTRA
BORON FLUORIDES
CATALYTIC EFFECTS
ACETYLATION
CARBON 13
CHEMICAL SHIFT
CONFIGURATION INTERACTION
CONFORMATIONAL CHANGES
COUPLING CONSTANTS
ELECTRONIC STRUCTURE
HYDROGEN 1
HYPERFINE STRUCTURE
J-J COUPLING
MOLECULAR STRUCTURE
STEREOCHEMISTRY
ACYLATION
BORON COMPOUNDS
CARBON ISOTOPES
CARBOXYLIC ACID SALTS
CHEMICAL REACTIONS
COUPLING
EVEN-ODD NUCLEI
FLUORIDES
FLUORINE COMPOUNDS
HALIDES
HALOGEN COMPOUNDS
HYDROGEN ISOTOPES
INTERMEDIATE COUPLING
ISOTOPES
LIGHT NUCLEI
NUCLEI
ODD-EVEN NUCLEI
SPECTRA
STABLE ISOTOPES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory