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Org Lett. 2012 Dec 21;14(24):6278-81. doi: 10.1021/ol303041j. Epub 2012 Dec 4.

Metal-catalyzed syntheses of abridged CDE rings of rubriflordilactones A and B.

Author information

1
Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Abstract

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.

PMID:
23210932
DOI:
10.1021/ol303041j
[Indexed for MEDLINE]

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