文摘
The first synthesis of (卤)-berkeleyamide D has been accomplished. The key features of this synthesis include the formation of an 伪,尾-epoxy-纬-lactam via a Darzens reaction and the construction of a spirocyclic ring system by a C-acylation reaction followed by an intramolecular spirocyclization via an epoxide-opening reaction. Following optical resolution by chiral HPLC, the absolute configurations of both enantiomers of berkeleyamide D were determined by the vibrational circular dichroism exciton chirality method.