Gold-Catalyzed Intramolecular Hydroamination and Hydroalkoxylation

doi:10.1055/s-0029-1219625

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Synfacts 2010(4): 0440-0440
DOI: 10.1055/s-0029-1219625

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Gold-Catalyzed Intramolecular Hydroamination and Hydroalkoxylation

Contributor(s): Hisashi Yamamoto, Jiajing Tan
R. L. LaLonde, Z. J. Wang, M. Mba, A. D. Lackner, F. D. Toste*
University of California, Berkeley, USA

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Publikationsdatum:
22. März 2010 (online)

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Significance

Metal-catalyzed enantioselective intramolecular hydroamination or hydroalkoxylation is one of the most effective and atom-economical methods to construct enantioenriched heterocycles. This paper presents complementary methods for the efficient synthesis of chiral vinyl isoxolidines, tetrahydrooxazines, and pyrazolidines by gold(I)-catalyzed intramolecular addition of hydrazines and hydroxylamines to allenes.