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Synfacts 2011(6): 0630-0630  
DOI: 10.1055/s-0030-1260395
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Gold-Catalyzed Stereoselective Synthesis of Azetidin-3-ones

Contributor(s): Mark Lautens, Patrick T. Franke
L. Ye, W. He, L. Zhang*
University of California, Santa Barbara, USA
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Publication History

Publication Date:
19 May 2011 (online)

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Significance

A flexible and stereoselective synthesis of azetidin-3-ones has been developed. The products are obtained via a gold-catalyzed oxidative cyclization of chiral N-propargylsulfon­amides. Capitalizing on the chiral tert-butylsulfinimine chemistry, the azetidin-3-ones were formed with excellent enantioselectivities.