Issue 15, 2002

Stereoselective synthesis of α-monofluorinated phosphonate mimetics of naturally occurring phosphoserine and phosphothreonine, via electrophilic fluorination of lithiated bis-lactim ethers

Abstract

Electrophilic fluorinations of lithiated bis-lactim ethers derived from cyclo-[L-AP4-D-Val] allow a direct access to α-monofluorinated phosphonate mimetics of naturally occurring phosphoserine and phosphothreonine, in enantiomerically pure form and suitably protected for solid-phase peptide synthesis.

Graphical abstract: Stereoselective synthesis of α-monofluorinated phosphonate mimetics of naturally occurring phosphoserine and phosphothreonine, via electrophilic fluorination of lithiated bis-lactim ethers

Supplementary files

Article information

Article type
Communication
Submitted
01 May 2002
Accepted
11 Jun 2002
First published
25 Jun 2002

Chem. Commun., 2002, 1600-1601

Stereoselective synthesis of α-monofluorinated phosphonate mimetics of naturally occurring phosphoserine and phosphothreonine, via electrophilic fluorination of lithiated bis-lactim ethers

M. Ruiz, V. Ojea, J. M. Quintela and J. J. Guillín, Chem. Commun., 2002, 1600 DOI: 10.1039/B204093J

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