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Synfacts 2010(4): 0453-0453
DOI: 10.1055/s-0029-1219478
DOI: 10.1055/s-0029-1219478
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Stereochemistry of the Prins-Pinacol Rearrangement
L. E. Overman*, P. S. Tanis
University of California, Irvine, USA
Further Information
Publication History
Publication Date:
22 March 2010 (online)
Significance
Skeletal rearrangements, akin to the ones described in this work, are valuable tools in the construction of complex carbon frameworks (see Review below). This report presents a more thorough investigation of the steric and stereoelectronic effects governing the selectivity of the Prins-pinacol rearrangement previously examined by the same group (Org. Lett. 2004, 6, 3853).
Review: L. E. Overman Tetrahedron 2009, 65, 6432-6446.