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Synfacts 2011(5): 0526-0526  
DOI: 10.1055/s-0030-1259820
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Gold-Catalyzed Synthesis of Chiral Tetrahydropyrans

Contributor(s): Mark Lautens, Stephen G. Newman
A. Aponick*, B. Biannic
University of Florida, Gainesville, USA
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Publikationsdatum:
15. April 2011 (online)

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Significance

Gold is an excellent metal for the activation of π-bonds towards nucleophilic attack (see Review below). Based on their previous work on non-chiral substrates (Org. Lett. 2008, 10, 669), the authors have developed a highly stereoselective gold-catalyzed synthesis of chiral tetra­hydrofurans and morpholines from allylic alcohols.