Total Synthesis of (+)-RubriflordilactoneA

Two enantioselective total syntheses of the nortriterpenoid natural product rubriflordilactoneA 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 coupl...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2015-10, Vol.54 (43), p.12618-12621
Main Authors: Goh, Shermin S, Chaubet, Guilhem, Gockel, Birgit, Cordonnier, Marie-Caroline A, Baars, Hannah, Phillips, Andrew W, Anderson, Edward A
Format: Article
Language:English
Subjects:
Aldehydes
Exploration
Joining
Natural products
Strategy
Synthesis
Online Access:Get full text
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Summary:Two enantioselective total syntheses of the nortriterpenoid natural product rubriflordilactoneA 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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201506366