Unusual Reactions of (+)-Car-2-ene and (+)-Car-3-ene with Aldehydes on K10 Clay
โ Scribed by Irina V. Il'ina; Konstantin P. Volcho; Dina V. Korchagina; Georgi E. Salnikov; Alexander M. Genaev; Elena V. Karpova; Nariman F. Salakhutdinov
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- German
- Weight
- 247 KB
- Volume
- 93
- Category
- Article
- ISSN
- 0018-019X
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โฆ Synopsis
Abstract
The reactions of (+)โcarโ2โene (1) and (+)โcarโ3โene (2) with aldehydes in the presence of montmorillonite clay were studied for the first time (Schemes 3 and 5). The major products of these reactions are optically active, substituted hexahydroisobenzofurans, probably formed as a result of an attack of the protonated aldehyde at the cyclopropane ring. Quite unexpectedly, the products are cisโconfigured at the ringโfusion site; the fact was established by means of quantumโchemical calculations and NMR data. It appeared that the behavior of the 2โ:โ3 mixture 1/2 in reactions with aldehydes in the presence of K10 clay differed substantially from the reactivities of the corresponding individual monoterpenes.
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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a โFull Textโ option. The original article is trackable v
Reactions of 2-Cyano-3-ethoxy-5,5-dimethylcyclohex-2-en-1-one with 2-Amino-and 2-Hydrazinobenzimidazoles. -Reaction of the 2-cyanodimedone (I) with 2-aminobenzimidazole (II) gives the quinazolinobenzimidazole (III). Similar reaction of (I) with hydrazinobenzimidazole (IV) provides the tetrahydroind