ChemInform Abstract: Synthesis of Enantiomerically Pure β- and γ-Amino Acid Derivatives Using Functionalized Organozinc Reagents.
Abstract
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ChemInform Abstract
New functionalized organozinc reagents (II) and (VI) are prepared from amino acid derivatives (I) and (V) by treatment with activated zinc dust. The use of dipolar aprotic solvents is essential to minimize β-elimination of the carbamate group. Furthermore, the use of such solvents allows the convenient and reliable formation of such zinc reagents under mild conditions and successful cross-coupling reactions with aryl iodides to afford the title amino acid derivatives. The related zinc/copper reagents (VIII) and (XI) are also useful intermediates for cross-coupling reactions with electrophiles.
