|
|||||
|
|
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins |
|
| Authors: | Dominick Maes Carina Shayo Silvia Debenedetti |
| Institution: | a Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, B-9000 Ghent, Belgium b Instituto de Biología y Medicina Experimental, Vuelta de Obligado 2490, 1428 Buenos Aires, Argentina c Laboratorio de Radioisótopos, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junin 956, 1113 Buenos Aires, Argentina d Cátedra de Farmacognosia, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, Calle 115 y 47, 1900 La Plata, Argentina |
| Abstract: | The synthesis of five naturally occurring polyoxygenated coumarins is described. It concerns two 5,6,7-trioxygenated coumarins, i.e., 6-hydroxy-5,7-dimethoxycoumarin (fraxinol) 1 and 5,6,7-trimethoxycoumarin 2, and three 5,7,8-trioxygenated coumarins, i.e., 8-hydroxy-5,7-dimethoxycoumarin (leptodactylone) 3, 5,7,8-trimethoxycoumarin 4 and 8-(3-methyl-2-butenyloxy)-5,7-dimethoxycoumarin (artanin) 5. Key feature of the synthetic pathway is the synthesis of suitable tetraoxygenated benzaldehydes, which are then converted to the corresponding coumarins via a Wittig reaction. |
| Keywords: | Coumarins Natural products Wittig reaction Total synthesis |
| 本文献已被 ScienceDirect 等数据库收录！ | |