Preparation of a Serine-Derived Organozinc Reagent in Tetrahydrofuran: Synthesis of Novel, Enantiomerically Pure Allenic, Acetylenic and Heteroaryl Amino Acids

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Abstract
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.