Synthesis of helical [2.2]paracyclophanes containing carbocyclic and heterocyclic five-membered rings |
| |
| Authors: | Aldo Taticchi Lucio Minuti Ilaria Tesei |
| |
| Affiliation: | a Dipartimento di Chimica, Università degli Studi di Perugia, via Elce di Sotto 8, 06123 Perugia, Italy
b Central Institute for Chemistry, Hungarian Academy of Sciences, PO Box 17, H-1525 Budapest, Hungary |
| |
| Abstract: | The preparation of a [2.2]indenoparacyclophane-based diene is described. Diels-Alder cycloadditions of this diene with N-methylmaleimide, N-phenylmaleimide and maleic anhydride occurred in good yields and anti-diastereoselectively only under high pressure conditions. Heterohelicenophanes were prepared by dehydrogenation of the Diels-Alder products with 10% Pd/C catalyst. A new helicenophanequinone was obtained by the reaction between the diene and 1,4-naphthoquinone. |
| |
| Keywords: | High pressure Diels-Alder Helical cyclophanes |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
