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LETTERSynlett 2007: 1083-1084  
DOI: 10.1055/s-2007-977420

© Georg Thieme Verlag Stuttgart · New York

 

Stereocontrolled Synthesis of (S)-γ-Fluoroleucine
 
Dharshana Padmakshana, Simon A. Bennetta, Gottfried Otting*a, Christopher J. Easton*a,b
a Research School of Chemistry, Australian National University, Canberra ACT 0200, Australia
Fax: +61(2)61258114; e-Mail: easton@rsc.anu.edu.au;
b ARC Centre of Excellence in Free Radical Chemistry and Biotechnology
Received 26 June 2006

Abstract

Starting with (S)-leucine, the corresponding γ-fluoride 8 has been prepared in a stereocontrolled fashion, by exploiting ­methods for the direct side-chain bromination of amino acid derivatives and silver(I) fluoride as the fluorinating reagent.

Key words

(S)-γ-fluoroleucine - stereoselective synthesis - silver fluoride - amino acids - halogenation

 
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