Monoalkylation of dihydroxycoumarins via Mitsunobu dehydroalkylation under high intensity ultrasound. The synthesis of ferujol |
| |
| Authors: | Giancarlo Cravotto Bruna RobaldoMarco Boccalini |
| |
| Affiliation: | a Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, via Giuria 9, 10125 Torino, Italy
b Dipartimento di Chimica Organica ‘U. Schiff’, Università di Firenze, via della Lastruccia 13, I-50019 Sesto F.no, Firenze, Italy |
| |
| Abstract: | Monoalkylation of natural dihydroxycoumarins was carried out by Mitsunobu dehydroalkylation under sonochemical conditions. Aesculetin (6,7-dihydroxycoumarin) was selectively alkylated in good yield with prenyl alcohols at position 7, as clearly shown by NOESY experiments; though less selectively, position 7 was also the most reactive in daphnetin (7,8-dihydroxycoumarin). The synthesis of the phytoestrogen ferujol is also reported for the first time. |
| |
| Keywords: | dihydroxycoumarins monoalkylation high intensity ultrasound Mitsunobu dehydroalkylation ferujol synthesis |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
