ol401677a_si_001.pdf (2.59 MB)
Se-(9-Fluorenylmethyl) Selenoesters; Preparation, Reactivity, and Use as Convenient Synthons for Selenoacids
journal contribution
posted on 2016-02-19, 03:17 authored by Fabien Fécourt, Bernard Delpech, Oleg Melnyk, David CrichSe-(9-Fluorenylmethyl) selenoesters are readily prepared, stable precursors to selenocarboxylates, which they liberate on treatment with DBU. Fm selenoesters are compatible with the use of TFA for the removal of Boc groups and with simple peptide bond forming reactions. Amino acid derived selenocarboxylates condense directly with amines to give amides, react smoothly with isocyanates and isothiocyanates to give amides, and couple with electron-deficient azides also to give amides.