Electroorganic reactions. Part 37. The stereochemistry and mechanism of the cathodic hydrogenation of methyl 4-tert-butylcyclohex-1-enecarboxylate
β Scribed by De Matteis, Cristina I.; Utley, James H. P.
- Book ID
- 119945925
- Publisher
- Royal Society of Chemistry
- Year
- 1992
- Tongue
- English
- Weight
- 635 KB
- Volume
- 6
- Category
- Article
- ISSN
- 1472-779X
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The saturation transfers which were observed during the 'H NOE difference measurements prove an orrho + ortho 2,4-cyclohexadiene-l-one rearrangement of the reaction product of 2,6-di-fert-butyl-4-chlorophenol and 2,6dichlorobenzoquinone N-chloroimine. This process is an intramolecular rearrangement.
2,4-Dialkyl-5(4H)-oxazolones are well-recognized intermediates in some aminolysis reactions in peptide synthesis. Using the MOPAC molecular orbital programs, detailed geometric and energetic characteristics of the elementary reaction pathways for the additions of water and ammonia to 2-methyl-5(4H)-