Behavior of 9-cyclopropyl-10,10-dimethyl-9,10-dihydrophenanthren-9-ol in acid medium: Opening of the cyclopropane ring |
| |
| Authors: | A. M. Genaev G. E. Sal’nikov V. G. Shubin |
| |
| Affiliation: | 1.Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division,Russian Academy of Sciences,Novosibirsk,Russia |
| |
| Abstract: | According to the NMR data, opening of the cyclopropane ring in carbocations derived from 9-cyclopropyl-10,10-dimethyl-9,10-dihydrophenanthren-9-ol in acid medium follows two pathways, depending on the acidity. The first pathway is protonation of the cyclopropyl group; it occurs in strongly acidic medium (HSO3F-SbF5-SO2ClF-CD2Cl2). The second pathway involves cyclopropyl-carbinyl rearrangement; it is typical of less acidic medium. |
| |
| Keywords: | |
| 本文献已被 SpringerLink 等数据库收录！ |
|
