American Chemical Society
ol7b01102_si_004.cif (2.01 MB)

Toward the Total Synthesis of Eurifoloid A

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posted on 2017-05-08, 18:20 authored by Xin Liu, Junyang Liu, Jing Zhao, Shaoping Li, Chuang-Chuang Li
Construction of the [5–7–7] tricyclic core of eurifoloid A, which contains an unusual and highly strained bicyclo[4.4.1]­undecane ring system with trans-bridgehead, was attempted using a type II intramolecular [5 + 2] cycloaddition reaction and a Meinwald rearrangement reaction of the epoxide as key synthetic steps. The reported chemistry illustrates the feasibility of constructing the 8-epi-eurifoloid A framework by type II intramolecular [5 + 2] cycloaddition.