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Synfacts 2009(8): 0915-0915
DOI: 10.1055/s-0029-1217583
DOI: 10.1055/s-0029-1217583
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Cycle-Specific Aminocatalysis Cascades
B. Simmons, A. M. Walji, D. W. C. MacMillan*
Merck Center for Catalysis at Princeton University, USA
Further Information
Publication History
Publication Date:
23 July 2009 (online)
Significance
Cycle-specific organocascade catalyses were designed to effect various olefin functionalizations of enals. Imidazolidinone catalysts 1 and 3 were used in combination with proline and well-established nucleophiles and electrophiles for iminium and enamine catalysis, respectively. These one-pot operations result in various valuable transformations: olefin hydroamination, hydro-oxidation, diamination, and amino-oxidation, as well as unprecedented olefin arylamination and alkylamination.