Divergent synthesis of withasomnines via synthesis of 4-hydroxy-1H-pyrazoles and Claisen rearrangement of their 4-O-allylethers |
| |
| Authors: | Hayato Ichikawa Ryo WatanabeYuiko Fujino Yoshihide Usami |
| |
| Institution: | a Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569 1094, Japan
b College of Industrial Technology, Nihon University, 1-2-1 Izumi-cho, Narashino, Chiba 275 8575, Japan |
| |
| Abstract: | 4-Hydroxypyrazoles were synthesized by the alkaline hydrolysis of the Baeyer-Villiger oxidation products of 4-formylpyrazoles. This new synthesis of 4-hydroxypyrazoles was applied to the divergent synthesis of withasomnine alkaloids in a unique strategy, for which the key steps included the regioselective Claisen rearrangement of their 4-O-allyl-4-hydroxy-1H-pyrazoles and a Suzuki coupling of 4-trifluoromethanesulfonyloxy-1H-pyrazoles and arylboronic acids. |
| |
| Keywords: | Withasomnine Pyrazole Claisen rearrangement Suzuki coupling |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
