The Dowd-Beckwith ring expansion: a theoretical study |
| |
| Authors: | Diego Ardura |
| |
| Affiliation: | Departamento de Química Física y Analítica, Universidad de Oviedo, C/Julián Clavería, 8, Oviedo 33006, Spain |
| |
| Abstract: | UB3LYP/6-311++G(d,p) and ROMP2/6-311++G(d,p)//UB3LYP/6-311++G(d,p) calculations including the effect of benzene solvent through the PCM-UAHF method render a concerted mechanism without fragmentation as the most favourable one for the Dowd-Beckwith radical ring expansion of the bromomethyl adduct of methyl cyclopentanone-2-carboxylate to yield methyl cyclohexanone-3-carboxylate. The corresponding concerted TS is a bicyclic alcoxy radical. |
| |
| Keywords: | Radical ring expansion DFT calculations Dowd-Beckwith reaction |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
