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Synthesis 2001(15): 2337-2340
DOI: 10.1055/s-2001-18431
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York

Preparation of Diphenylphosphinoserine and Synthesis of Other Phosphine Containing Amino Acids Using Zinc/Copper Reagents

Scott J. Greenfield, Scott R. Gilbertson*
Department of Chemistry, Washington University, One Brookings Dr., Saint Louis, MO 63130, USA
Fax: +1(314)9354481; e-Mail: srg@wuchem.wustl.edu;
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Publication History

Received 31 July 2001
Publication Date:
05 August 2004 (online)

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Abstract

Primary and secondary iodo amino acids are converted to zinc iodides. The resulting organozinc iodides are reacted with copper, and then coupled with aryl and alkyl phosphine chlorides in good to moderate yields.

Key words

amino acids - catalysis - combinatorial chemistry - ligands - organometallic reagents - phosphine