Zinc(II)-Catalyzed Grignard Additions to Ketones with RMgBr
and RMgI

M. Hatano; O. Ito; S. Suzuki; K. Ishihara

doi:10.1055/s-0029-1220050

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Synfacts 2010(7): 0819-0819
DOI: 10.1055/s-0029-1220050

Metal-Mediated Synthesis

Zinc(II)-Catalyzed Grignard Additions to Ketones with RMgBr and RMgI

Contributor(s): Paul Knochel, Stefan Wunderlich
M. Hatano, O. Ito, S. Suzuki, K. Ishihara*
Nagoya University, Japan

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Publication History

Publication Date:
22 June 2010 (online)

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Significance

Highly efficient alkylations and arylations of ketones with Grignard reagents (RMgBr and RMgI) have been developed using catalytic amounts of ZnCl₂, TMSCH₂MgCl, and stoichiometric amounts of LiCl. Tertiary alcohols were obtained in good to excellent yields with high chemoselectivity; while minimizing undesired side products were produced by reduction and enolization.