American Chemical Society
ol3007138_si_002.pdf (927.67 kB)

Tandem Oxidative Dearomatization/Intramolecular Diels–Alder Reaction for Construction of the Tricyclic Core of Palhinine A

Download (927.67 kB)
journal contribution
posted on 2012-05-04, 00:00 authored by Changgui Zhao, Huaiji Zheng, Peng Jing, Bowen Fang, Xingang Xie, Xuegong She
A concise construction of the 6/6/5 tricyclic core of Lycopodium alkaloid palhinine A (1) has been accomplished. The developed synthetic strategy featured a tandem oxidative dearomatization/intramolecular Diels–Alder reaction to construct C/D rings and an intramolecular 5-exo-trig radical cyclization to install the B ring of palhinine A (1). The developed approach paves the way for the total synthesis of palhinine A (1).