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Expanding the Scope of Lewis Acid Catalysis in Water: Remarkable Ligand Acceleration of Aqueous Ytterbium Triflate Catalyzed Michael Addition Reactions

Rui Ding, Kambiz Katebzadeh, Lisa Roman, Karl-Erik Bergquist and Ulf M. Lindström*

*Department of Organic Chemistry, Lund University, P.O. Box 124, SE-221 00 Lund, Sweden, Email: ulf.lindstromorganic.lu.se

R. Ding, K. Katebzadeh, L. Roman, K.-E. Bergquist, U. M. Lindström, J. Org. Chem., 2006, 71, 352-355.

DOI: 10.1021/jo051540n (free Supporting Information)


Abstract

Addition of small dibasic ligands led to a significant rate acceleration of metal-catalyzed Michael addition reactions in water. Ytterbium triflate and TMEDA was the most effective combination.

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Key Words

Michael Addition, Active methylene compounds


ID: J48-Y2006-090