Construction of the highly oxidized bicyclo[3.2.1]octane CD ring system of aconitine via a late stage enyne cycloisomerization.

Chem Commun (Camb)

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Sichuan University, Chengdu 610041, P. R. China.

Published: October 2018

A strategy for synthesizing the highly oxidized bicyclo[3.2.1]octane CD rings of aconitine is reported. The key features of the synthesis include a ring-closing metathesis to form the C-ring as well as the application of a ruthenium-catalysed enyne cycloisomerization to assemble the bridged CD ring system of aconitine.

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http://dx.doi.org/10.1039/c8cc06819dDOI Listing

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