Metal-Catalyzed Syntheses of Abridged CDE Rings of Rubriflordilactones A and B

The development of complementary palladium- and cobalt-catalyzed approaches to tricyclic arylsilanes suitable for elaboration into the CDE ring systems of rubriflordilactones A and B is reported. Microwave conditions are required to effect a cobalt-catalyzed triyne cyclotrimerization, which critical...

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Bibliographic Details
Published in:Organic letters 2012-12, Vol.14 (24), p.6278-6281
Main Authors: Goh, Shermin S, Baars, Hannah, Gockel, Birgit, Anderson, Edward A
Format: Article
Language:English
Subjects:
Catalysis
Molecular Structure
Palladium - chemistry
Schisandra - chemistry
Stereoisomerism
Triterpenes - chemical synthesis
Triterpenes - chemistry
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Summary:The development of complementary palladium- and cobalt-catalyzed approaches to tricyclic arylsilanes suitable for elaboration into the CDE ring systems of rubriflordilactones A and B is reported. Microwave conditions are required to effect a cobalt-catalyzed triyne cyclotrimerization, which critically depends on the substitution pattern of the triyne termini. Mild conditions to elaborate these arylsilanes to the CDE cores of the natural products are described.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol303041j