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. 2015 Jun 3;56(23):3225-3227.
doi: 10.1016/j.tetlet.2014.12.054.

Construction of the 5,6,7-tricyclic skeleton of lancifodilactone F

Heping Shi  1 , Saptarshi De  1 , Qiaoling Wang  1 , Shuanhu Gao  1 , Xiao Wang  1 , Chuo Chen  1
Affiliations

Construction of the 5,6,7-tricyclic skeleton of lancifodilactone F

Heping Shi et al. Tetrahedron Lett. .

Abstract

We report herein the synthesis of a fully functionalized B,C,D-ring system of lancifodilactone F. The key transformations involve an arene-olefin meta-photocycloaddition reaction and a palladium-catalyzed oxidative C-C cleavage reaction to establish its B,C-rings.

Keywords: cycloaddition; oxidation; palladium; photochemistry; terpenoid.

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Figures

Figure 1
Figure 1
Structure of lancifodilactone F (1) and our synthetic strategy.
Figure 2
Figure 2
Model studies for the establishment and functionalization of the carbon skeleton of lancifodilaction F (1).
Figure 3
Figure 3
Construction of the B,C,D-ring system of lacifodilactone F (1).
See this image and copyright information in PMC

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