A theoretical investigation on the mechanism of the PtCl2-mediated cycloisomerization of heteroatom-tethered 1,6-enynes |
| |
Authors: | Soriano Elena Ballesteros Paloma Marco-Contelles José |
| |
Affiliation: | Sección de Síntesis Orgánica e Imagen Molecular por Resonancia Magnética, Instituto Universitario de Investigación, UNED, c/Senda del Rey 9, Madrid 28040, Spain. esoriano@arrakis.es |
| |
Abstract: | A mechanistic study based on DFT theoretical calculations for the PtCl(2)-catalyzed formation of bicyclic adducts from heteroatom tethered 1,6-enynes is reported. Different reaction pathways have been taken into account and the results are discussed. This analysis clearly reveals that the kinetically preferred pathway involves an initial 6-endo-cyclization from a triggered reactant complex by pi-complexation of Pt(II) onto the alkyne to form a cyclopropyl platina-carbene intermediate, followed by a [1,2]-hydrogen shift. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|