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Title: Chemistry of di- and tetrahydropyrans. Communication 6. Conjugate Prins reaction involving 4-methyl-5,6-dihydropyran (in Russian)

Abstract

Reaction of 4-methyl-5,6-dihydropyran with formaldehyde and its aliphatic homologs under conditions suitable for the conjugate Prins reaction leads to the geometric isomers of 10-methyl-2-alkyl-1,3,7-trioxadecalins as the major products. The stereochemistry of the reaction depends on the size of the alkyl substituent in the 2-position of the trioxadecalin ring. The trans isomers predominate up to C/sub 4/, and, beginning with C/sub 6/ and higher, the cis isomers are the major products.

Authors:
; ; ; ;
Publication Date:
Research Org.:
Bashkir State Univ., Ufa, USSR
OSTI Identifier:
6416861
Resource Type:
Journal Article
Journal Name:
Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)
Additional Journal Information:
Journal Volume: 35:2; Other Information: Translated from Izvestiya Akademii Nauk SSSR Seriya Khimicheskaya, 35: No. 4, 390-392(Feb 1986)
Country of Publication:
United States
Language:
Russian
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; 74 ATOMIC AND MOLECULAR PHYSICS; CYCLOALKANES; ELECTRON SPIN RESONANCE; HYPERFINE STRUCTURE; SYNTHESIS; PYRANS; DEHYDROCYCLIZATION; SULFURIC ACID; CATALYTIC EFFECTS; ACETALDEHYDE; ACETYLATION; ALDEHYDES; CATALYSIS; CHROMATOGRAPHY; FORMALDEHYDE; ISOMERIZATION; ISOMERS; MULTIPLETS; STEREOCHEMISTRY; ACYLATION; ALKANES; CHEMICAL REACTIONS; HETEROCYCLIC COMPOUNDS; HYDROCARBONS; HYDROGEN COMPOUNDS; INORGANIC ACIDS; MAGNETIC RESONANCE; ORGANIC COMPOUNDS; ORGANIC OXYGEN COMPOUNDS; RESONANCE; SEPARATION PROCESSES; 400201* - Chemical & Physicochemical Properties; 640302 - Atomic, Molecular & Chemical Physics- Atomic & Molecular Properties & Theory

Citation Formats

Ibatullin, U G, Talipov, R F, Domrachev, V N, Safarov, M G, and Tolstikov, G A. Chemistry of di- and tetrahydropyrans. Communication 6. Conjugate Prins reaction involving 4-methyl-5,6-dihydropyran. United States: N. p., 1986. Web. doi:10.1007/BF00952925.
Ibatullin, U G, Talipov, R F, Domrachev, V N, Safarov, M G, & Tolstikov, G A. Chemistry of di- and tetrahydropyrans. Communication 6. Conjugate Prins reaction involving 4-methyl-5,6-dihydropyran. United States. https://doi.org/10.1007/BF00952925
Ibatullin, U G, Talipov, R F, Domrachev, V N, Safarov, M G, and Tolstikov, G A. 1986. "Chemistry of di- and tetrahydropyrans. Communication 6. Conjugate Prins reaction involving 4-methyl-5,6-dihydropyran". United States. https://doi.org/10.1007/BF00952925.
@article{osti_6416861,
title = {Chemistry of di- and tetrahydropyrans. Communication 6. Conjugate Prins reaction involving 4-methyl-5,6-dihydropyran},
author = {Ibatullin, U G and Talipov, R F and Domrachev, V N and Safarov, M G and Tolstikov, G A},
abstractNote = {Reaction of 4-methyl-5,6-dihydropyran with formaldehyde and its aliphatic homologs under conditions suitable for the conjugate Prins reaction leads to the geometric isomers of 10-methyl-2-alkyl-1,3,7-trioxadecalins as the major products. The stereochemistry of the reaction depends on the size of the alkyl substituent in the 2-position of the trioxadecalin ring. The trans isomers predominate up to C/sub 4/, and, beginning with C/sub 6/ and higher, the cis isomers are the major products.},
doi = {10.1007/BF00952925},
url = {https://www.osti.gov/biblio/6416861}, journal = {Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)},
number = ,
volume = 35:2,
place = {United States},
year = {Wed Aug 20 00:00:00 EDT 1986},
month = {Wed Aug 20 00:00:00 EDT 1986}
}