Convenient synthesis and diversification of dehydroalaninyl phosphinic peptide analogues

[GRAPHICS] Dehydroalaninyl phosphinic dipeptide analogues were synthesized, via an eff icient tandem Arbuzov addition/allylic rearrangement, in high yields. The s usceptibility of the conjugate system to 1,4 nucleophilic additions was inv estigated, C-Elongation of the dipeptides was performed, and the efficiency of 1,4 addition to the resulting arcylamidic moiety was evaluated, Derivat ization of such phosphinic templates is a powerful approach for rapid acces s to large number of phosphinic pseudopeptides bearing various side chains in the P-1' position.