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Synfacts 2010(1): 0097-0097  
DOI: 10.1055/s-0029-1218437
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

ZnCl2-Catalyzed Enantiospecific C(sp³)-C(sp³) Cross-Coupling Giving (Oligo)deoxypropionates

Contributor(s): Paul Knochel, Tobias Thaler
G. J. Brand, C. Studte, B. Breit*
Albert-Ludwigs-Universität Freiburg, Germany
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Publication History

Publication Date:
21 December 2009 (online)

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Significance

The enantiospecific ZnCl2-catalyzed C(sp³)-C(sp³) cross-coupling of lactic acid tert-butyl ester triflate with organomagnesium reagents (Angew. Chem. Int. Ed. 2008, 47, 5451) was successfully applied to the stereoselective synthesis of oligodeoxypropionates which constitute a frequent motif in many biologically relevant natural products.