Organic Letters
Organic Letters
5 years ago

Toward the Total Synthesis of Eurifoloid A

Toward the Total Synthesis of Eurifoloid A
Xin Liu, Junyang Liu, Jing Zhao, Chuang-Chuang Li, Shaoping 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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01102

DOI: 10.1021/acs.orglett.7b01102

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