One-step deprotonation route to zinc amide and ester enolates for use in aldol reactions and Negishi couplings |
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| Authors: | Mark L Hlavinka |
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| Institution: | Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309-0215, USA |
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| Abstract: | Simple amides and esters are conveniently deprotonated by Zn(tmp)2 (tmp = 2,2,6,6-tetramethylpiperidinyl anion) to generate Zn enolates. Enolates formed by this method are suitable for use in aldol reactions that tolerate base-sensitive functional groups. Additionally, the Zn enolates are readily coupled with aryl bromides using typical Pd-catalyzed coupling methods. |
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| Keywords: | Zinc Amide enolate Ester enolate Reformatsky Amido Aldol Negishi coupling |
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