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Synfacts 2011(1): 0055-0055  
DOI: 10.1055/s-0030-1259179
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Pd-Catalyzed Asymmetric Allylic Alkylation of Heterocycles with Vinyl Aziridines

Contributor(s): Mark Lautens, David A. Candito
B. M. Trost*, M. Osipov, G. Dong
Stanford University, USA
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Publikationsverlauf

Publikationsdatum:
21. Dezember 2010 (online)

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Significance

The authors report on the palladium-catalyzed asymmetric allylic alkylation (Pd-AAA) of heterocycles with vinyl aziridines. In general, heterocycles and vinyl aziridines have not been widely explored in this class of reactions. This methodology delivers a 1,2-diamine in which one of the nitrogens is part of a heterocyclic ring, a prevalent motif in a number of biologically relevant molecules.