Total Synthesis of (+)‐Rubriflordilactone A

Shermin S. Goh, Guilhem Chaubet, B. Gockel, Marie‐Caroline A. Cordonnier, Hannah Baars, Andrew W. Phillips, Edward A. Anderson

Angewandte Chemie International Edition · 2015 · 103 citations · 53 references

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Abstract

Two enantioselective total syntheses of the nortriterpenoid natural product rubriflordilactone A are described, which use palladium- or cobalt-catalyzed cyclizations to form the CDE rings, and converge on a late-stage synthetic intermediate. These key processes are set up through the convergent coupling of a common diyne component with appropriate AB-ring aldehydes, a strategy that sets the stage for the synthetic exploration of other members of this family of natural products.

References

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