(Figure presented) A general strategy for the catalytic asymmetric syntheses of the bakkenolides is reported. The key bond-forming step involves an N-heterocyclic carbene catalyzed desymmetrization of a 1,3-diketone to form three new bonds in one step with excellent enantio- and diastereoselectivity. This intramolecular reaction allows direct access to the hydrindane core of the bakkenolide family and enables a facile synthesis of these natural products.
|Original language||English (US)|
|Number of pages||4|
|State||Published - Jun 18 2010|
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
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CCDC 747652: Experimental Crystal Structure Determination
Phillips, E. M. (Creator), Roberts, J. M. (Creator) & Scheidt, K. A. (Creator), Cambridge Crystallographic Data Centre, 2011
DOI: 10.5517/cct2ztn, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cct2ztn&sid=DataCite