Copper-Catalyzed Stereospecific Allylic Alkylation of Ketene
Silyl Acetals

D. Li; H. Ohmiya; M. Sawamura

doi:10.1055/s-0030-1260653

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Synfacts 2011(7): 0737-0737
DOI: 10.1055/s-0030-1260653

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Copper-Catalyzed Stereospecific Allylic Alkylation of Ketene Silyl Acetals

Contributor(s): Hisashi Yamamoto, Patrick Brady
D. Li, H. Ohmiya*, M. Sawamura*
Hokkaido University, Sapporo, Japan

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Publication History

Publication Date:
17 June 2011 (online)

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Significance

Allylic alkylation of enolates is an important transformation in organic synthesis. The copper-catalyzed method described employs unsymmetrical internal allylic phosphates as electrophiles, which react with excellent γ-regioselectivity and excellent Z-diastereoselectivity.