Stereochemical Studies in Friedel-Crafts Reactions. IV. The Reactions of cis-1,2-Disubstituted 4-Cyclohexenes with Benzene

doi:10.1246/BCSJ.44.2866

Paper

Stereochemical Studies in Friedel-Crafts Reactions. IV. The Reactions of cis-1,2-Disubstituted 4-Cyclohexenes with Benzene

Published Oct 1, 1971 · K. Sugita, Shuzi Tamura

Bulletin of the Chemical Society of Japan

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8

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Abstract

The addition reactions of benzene to the double bonds of 4-substituted cyclohexenes, such as 4-benzoyl-cyclohexene (5), 4-acetylcyclohexene (6), methyl 4-cyclohexenecarboxylate (7), and 4-cyclohexenecarboxylic acid (8) have been studied in the presence of aluminum chloride. In all cases, the reactions gave mainly 1,4-disubstituted cyclohexane with the trans configuration stereoselectively. A possible mechanism for this reaction is suggested.

Study Snapshot

Benzene addition to double bonds of 4-substituted cyclohexenes in the presence of aluminum chloride produces mainly 1,4-disubstituted cyclohexane with the trans configuration stereoselectively.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Stereochemical Studies in Friedel-Crafts Reactions. IV. The Reactions of cis-1,2-Disubstituted 4-Cyclohexenes with Benzene

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References

Citations

Synthesis of phenylcycloalkylpolycarboxylic acids

Phenylcycloalkylpolycarboxylic acids with aromatic and alicyclic fragments show potential as therapeutic agents for cancer, Alzheimer's disease, and other diseases.

Preparation and NMR determination of structures of tri‐, tetra‐ and pentacyclic isoindolone derivatives

Tri-, tetra-, and pentacyclic isoindolone derivatives were prepared and their stereostructures were determined by 1H and 13C NMR spectroscopy.

The assignment of the correct structures and conformational analysis of the isomeric t-5- and t-4-phenyl-t(c)-2-benzoyl-r-1-cyclohexanecarboxylic acids by NMR and FT-IR spectroscopy

This study reveals that the t-5-phenyl-c-2-benzoyl-r-1-cyclohexanecarboxylic acid is a viable product for synthesis of a new molecule with potential applications in biomedicine.