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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
 
 

Efficient synthesis of gamma-alkylidenetetronic esters by sequential Lewis acid catalyzed.

A new approach for the synthesis of gamma-alkylidenetetronic acids and esters is reported which involves Me3SiOTf-catalyzed, regio- and stereoselective cyclization of 4-alkoxy-1,3-bis(trimethylsilyloxy)-1,3-butadienes with oxalyl chloride. The alpha-hydroxy group of the butenolides is efficiently functionalized by palladium-catalyzed cross-coupling reactions via the corresponding enol triflates.[1]

References

  1. Efficient synthesis of gamma-alkylidenetetronic esters by sequential Lewis acid catalyzed. Langer, P., Eckardt, T., Schneider, T., Göbel, C., Herbst-Irmer, R. J. Org. Chem. (2001) [Pubmed]
 
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