Journal of the American Chemical Society

A highly efficient preparative method of α-ylidene-β-diketones via Auiii-catalyzed acyl migration of propargylic esters

S Wang, L Zhang

Index: Zhang, Liming; Wang, Shaozhong Journal of the American Chemical Society, 2006 , vol. 128, # 5 p. 1442 - 1443

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Citation Number: 162

Abstract

A highly efficient synthesis of α-alkylidene or benzylidene-β-diketones from readily available propargylic esters has been developed. The proposed key transformation is a novel intramolecular acyl migration to nucleophilic AuIII-C (sp2) bonds. Noteworthy features of this method are its efficiency and stereoselectivity. The yields of this reaction were mostly close to quantitative, and high to excellent stereoselectivities were observed in the cases of ...