Catalytic Enantioselective Alkylations of Tetrasubstituted Olefins. Synthesis of All-Carbon Quaternary Stereogenic Centers through Cu-Catalyzed Asymmetric Conjugate Additions of Alkylzinc Reagents to Enones
Alexander W. Hird and Amir H. Hoveyda*
*Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut
Hill, Massachusetts 02467, Email: amir.hoveyda
bc.edu
A. W. Hird, A. H. Hoveyda, J. Am. Chem. Soc., 2005, 127, 14988-14989.
DOI: 10.1021/ja0553811
Abstract
An efficient and practical Cu-catalyzed asymmetric conjugate addition of dialkylzinc reagents to tetrasubstituted cyclic enones afforded quaternary all-carbon stereogenic centers in up to 95% ee. The products can be readily functionalized to afford various synthetically versatile compounds in high optical purity.
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ID: J48-Y2005-2730
