A series of new chiral 2(5H)-furanone derivatives containing bis-1,2,3-triazole moiety were designed and synthesized from (5S)-5-alkoxy-3,4-dihalo-2(5H)-furanones 1, dicarboxyl amino acids 2, propargyl bromide, and organic azides 5 under mild conditions via the sequential three steps, including asymmetric Michael addition-elimination, substitution and no-ligand click reaction. Twelve new intermediates, including N-[5-alkoxy-2(5H)-furanonyl] dicarboxyl amino acids 3 and their corresponding propargyl esters 4, and twelve target molecules 6 were characterized by FTIR, 1 H NMR, 13 C NMR, MS and elemental analysis. The influences of different synthetic conditions and substrates in each step were investigated. The research provides a new method and idea for the synthesis of 2(5H)-furanone compounds with polyheterocyclic structure due to the diversities of four basic unit molecules.