|
|||||
|
|
A new approach for the construction of a highly congested bicyclic system in polycyclic polyprenylated acylphloroglucinols (PPAPs) |
|
| Authors: | Yohei Shimizu Masakatsu Shibasaki |
| Affiliation: | Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan |
| Abstract: | A highly congested bicyclo[3.3.1]nonanone core of polycyclic polyprenylated acylphloroglucinols was constructed using a stereoselective Claisen rearrangement and an intramolecular aldol reaction as the key steps. The stereochemistry of C-4 appeared to control the ground state conformation of the cyclohexenone core, which determined the diastereoselectivity in the Claisen rearrangement. |
| Keywords: | Polycyclic polyprenylated acylphloroglucinols (PPAPs) Garsubellin A Hyperforin Bicyclo[3.3.1]nonanone core Claisen rearrangement Intramolecular aldol reaction |
| 本文献已被 ScienceDirect 等数据库收录！ | |