An efficient PtI(2)-catalyzed tandem reaction of arylpropargylic esters, involving 3,3-rearrangement and Nazarov reaction, has been developed to produce 3-substituted and 3,3-disubstituted indanone derivatives. This approach provided a pathway to the synthesis of indanone skeletons in natural products.
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PtI2-catalyzed tandem 3,3-rearrangement/Nazarov reaction of arylpropargylic esters: synthesis of indanone derivatives.
Org Biomol Chem
October 2011
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Gansu, P. R. China.
An efficient PtI(2)-catalyzed tandem reaction of arylpropargylic esters, involving 3,3-rearrangement and Nazarov reaction, has been developed to produce 3-substituted and 3,3-disubstituted indanone derivatives. This approach provided a pathway to the synthesis of indanone skeletons in natural products.
View Article and Find Full Text PDFDiversity in platinum-catalyzed hydrative cyclization of trialkyne substrates to form tetracyclic ketones.
J Org Chem
October 2007
Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC 30043.
We report a one-pot synthesis of tetracyclic ketones via PtI2-catalyzed hydrative cyclization of trialkyne functionalities. These triyne substrates bear an electron-rich aryl group at the outer alkyne to direct the initial hydration occurring at the adjacent alkynyl carbon. This tandem catalysis is proposed to comprise two alkyne hydrations, an alkyne insertion and an intramolecular aldol condensation.
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