title: Stereoselective synthesis of alpha-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 alpha-monofluorinated phosphonate mimetics of naturally occurring phosphoserine and phosphothreonine, in enantiomerically pure form and suitably protected for solid-phase peptide synthesis.
authors.affiliation: Departamento de Química Fundamental, Universidade da Coruña, Campus da Zapateira, s/n, 15071 A Coruña, Spain. ruizpr@udc.es
authors.forename: María
authors.initials: M
authors.lastname: Ruiz
authors.forename: Vicente
authors.initials: V
authors.lastname: Ojea
authors.forename: José M
authors.initials: JM
authors.lastname: Quintela
authors.forename: Juan J
authors.initials: JJ
authors.lastname: Guillín
mesh_terms: D018360:Crystallography, X-Ray; D004987:Ethers / Q000737:chemistry; D005461:Fluorine; D007202:Indicators and Reagents; D007769:Lactams / Q000737:chemistry*; D063065:Organophosphonates / Q000737:chemistry*; D010768:Phosphoserine / Q000737:chemistry*; D010769:Phosphothreonine / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004987:Ethers; D007202:Indicators and Reagents; D007769:Lactams; D063065:Organophosphonates; D010769:Phosphothreonine; D010768:Phosphoserine; D005461:Fluorine