(Chemical Equation Presented) A new approach for the synthesis of enantioenriched indanones by asymmetric carbonyl-ene/intramolecular Heck cyclization from racemic silyloxyallenes has been developed. The modular procedure affords highly substituted indenes and indanones with excellent chirality transfer from the optically active carbinols. Full transfer of stereochemical information is achieved in the presence of 1,2,2,6,6- pentamethylpiperidine and PdCl2(PPh3)2 (1 mol %) in DMF under microwave heating. Short reaction times and high yields have been demonstrated on a variety of substrates.
|Original language||English (US)|
|Number of pages||2|
|Journal||Journal of the American Chemical Society|
|State||Published - Feb 10 2010|
ASJC Scopus subject areas
- Colloid and Surface Chemistry
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CCDC 780030: Experimental Crystal Structure Determination
Brekan, J. A. (Creator), Reynolds, T. E. (Creator) & Scheidt, K. A. (Creator), Cambridge Crystallographic Data Centre, 2010
DOI: 10.5517/ccv5p8y, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccv5p8y&sid=DataCite