Diels-Alder reactions of highly pyramidalized tricyclo[3.3.0.0]oct-1(5)-ene derivatives: further chemistry of pentacyclo[6.4.0.0.0.0]dodeca-5,8,11-triene |
| |
| Authors: | Pelayo Camps José A Fernández Xavier Solans |
| |
| Institution: | a Laboratori de Química Farmacèutica (Unitat Associada al CSIC), Facultat de Farmàcia, Universitat de Barcelona, Av. Diagonal, 643, Barcelona, E-08028, Spain
b Serveis Cientifico-Tècnics, Universitat de Barcelona, Av. Martí Franquès, s/n, Barcelona, E-08028, Spain |
| |
| Abstract: | A study of the trapping of highly pyramidalized tricyclo3.3.0.03,7]oct-1(5)-ene derivatives (generated from a 1,2-diiodo precursor on reaction with t-BuLi, 0.45% sodium amalgam and molten sodium) with different dienes (11,12-dimethylene-9,10-dihydro-9,10-ethanoanthracene, 1,3-diphenylisobenzofuran, 2,5-dimethylfuran and furan) is presented. Byproducts from the trapping of pentacyclo6.4.0.02,10.03,7.04,9]dodeca-5,8,11-triene with 1,3-diphenylisobenzofuran have been synthesized and fully characterized, including an X-ray diffraction analysis. Also, the above triene has been cross coupled with 3,7-dimethyltricyclo3.3.0.03,7]oct-1(5)ene to give a tetrasecododecahedratetraene derivative. |
| |
| Keywords: | Cage compounds Pyramidalized alkenes Diels-Alder reaction DFT calculations |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
