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Synfacts 2010(1): 0056-0056  
DOI: 10.1055/s-0029-1218471
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Ring Opening of Propargyl Epoxides

Contributor(s): Mark Lautens, Stephen G. Newman
G. Hattori, A. Yoshida, Y. Miyake, Y. Nishibayashi*
The University of Tokyo, Japan
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Publikationsdatum:
21. Dezember 2009 (online)

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Significance

The synthesis of simple chiral building blocks is an important endeavor. The authors present a method for the nucleophilic addition of amine nucleophiles to racemic propargyl epoxides. The products are enantioenriched β-amino alcohols containing a quaternary chiral center, and are rich in functionality.