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Synlett 1993; 1993(7): 499-500
DOI: 10.1055/s-1993-22505
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Preparation of a Serine-Derived Organozinc Reagent in Tetrahydrofuran: Synthesis of Novel, Enantiomerically Pure Allenic, Acetylenic and Heteroaryl Amino Acids

Michael J. Dunn* , Richard F. W. Jackson, Jörg Pietruszka, Neil Wishart, David Ellis, Martin J. Wythes
  • *Department of Chemistry, Bedson Building, The University of Newcastle, Newcastle upon Tyne, NE1 7RU, England
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Publication Date:
19 March 2002 (online)

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Conditions for the formation of the serine-derived organozinc reagent 1 in THF, together with transmetallation to the zinc-copper reagent 2, are described. Reactions of these reagents with substituted propargyl tosylates, an acetylenic bromide, and substituted bromocyanopyridines gave the corresponding protected amino acids.

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