126950-13-8Relevant academic research and scientific papers
Synthesis of acylated active methylene compounds with N-boc-L-phenylalanine and their heterocyclization, both achieved enantioselectively
Hamilakis, Stylianos,Tsolomitis, Athanase
, p. 325 - 329 (2005)
Three active methylene compounds, malononitrile, methyl cyanoacetate and Meldrum's acid, have been found to be acylated effectively with N-Boc-L-phenylalanine using carbonyldiimidazole (CDI) activation conditions. Two of the aminoacetyl derivatives isolat
Novel Modifications of Peptides: Simple Syntheses of Difunctionalized Enamines, Enol Ethers, and Thioenol Ethers from Carboxylic Acids via Acylimidazole and Enol Phosphate Intermediates
Sauve, Gilles,Berre, Nicolas Le,Zacharie, Boulos
, p. 3002 - 3004 (2007/10/02)
The condensation of carboxylic acids 5 (N-protected amino acids or dipeptides) and active methylene compounds to give difunctionalized enols 6 is accomplished by the use of 1,1'-carbonyldiimidazole as an activating reagent.Enamines 7a, enol ethers 7b, and thioenol ethers 7c are obtained directly from the corresponding nucleophiles and the intermediates formed from enols 6 by the action of phenyl phosphorodichloridate.The integrity of peptide chiral centers is maintained during these transformations.
