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Organozinc Generation via the Titanium-Catalyzed Activation of Alkyl Halides

Lauren M. Fleury and Brandon L. Ashfeld*

*Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556, Email: bashfeldnd.edu

L. M. Fleury, B. L. Ashfeld, Org. Lett., 2009, 11, 5670-5673.

DOI: 10.1021/ol902374v (free Supporting Information)


Abstract

Titanocene dichloride catalyzes the formation of an organozinc species via catalytic activation of allyl halides. Nucleophilic addition to carbonyl derivatives provides the desired homoallylic alcohols in very good yields in short reaction times. This discovery will have wide ranging applicability in the generation of highly reactive organometallic reagents.

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Key Words

homoallylic alcohols, zinc


ID: J54-Y2009-3700