Catalysis of Mukaiyama Aldol Reactions by a Tricyclic Aluminum Alkoxide Lewis Acid
Steven M. Raders and John G. Verkade*
*Department of Chemistry, Iowa State University, Ames, Iowa 50011, Email: jverkadeiastate.edu
S. M. Raders, J. G. Verkade, J. Org. Chem., 2009, 74, 5417-5428.
DOI: 10.1021/jo901571y (free Supporting Information)
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The Mukayiama aldol reaction of aldehydes is efficiently catalyzed by a dimeric alumatrane complex at mild or subambient temperatures. The protocol tolerates a wide variety of electron-rich, neutral, and deficient aryl, alkyl, and heterocyclic aldehydes. A wide variety of enol silyl ethers are also tolerated.
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V. R. Chintareddy, K. Wadhwa, J. G. Verkade, J. Org. Chem., 2009, 74, 8118-8132.