Convenient Synthesis of Selenomethylene[ψ(CH2Se)] Unnatural Amino Acids and Dipeptidomimetics

Abstract

AbstractA convenient protocol for the synthesis of pseudopeptides containing selenomethylene [ψ(CH2Se)] moiety as amide bond surrogate is delineated, starting from Nβ‐protected amino diselenides. The key step of the synthesis standsin situgeneration of selenol from diselenide, which is trapped by bromide, importantly β‐bromides. Overall, the chemistry reported here is simple.