Synthesis of phosphonamidate peptides by Staudinger reactions of silylated phosphinic acids and esters.
The Staudinger reaction of unprotected azido-peptides with silylated phosphinic acids and esters on the solid support offers a straightforward acid-free entry to different phosphonamidate peptide esters or acids under mild conditions in high purity and yield.
Wilkening
Ina
I
Freie Universität Berlin, Institut für Chemie und Biochemie, Takustr. 3, 14195 Berlin, Germany.
del Signore
Giuseppe
G
Hackenberger
Christian P R
CP
D000577:Amides / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000737:chemistry*; D010721:Phosphinic Acids / Q000737:chemistry*; D010748:Phosphopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000577:Amides; D004952:Esters; D017646:Organosilicon Compounds; D010721:Phosphinic Acids; D010748:Phosphopeptides