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Synthesis of chiral 2(5 H)-furanone derivatives with 1,3-butadiyne structure.
- Source :
-
Research on Chemical Intermediates . Nov2013, Vol. 39 Issue 9, p4321-4335. 15p. - Publication Year :
- 2013
-
Abstract
- Using CuI as a catalyst, N, N-diisopropylethylamine as ligand, n-butylamine as a base, and CHCN as solvent, the Glaser reaction of N-[5-( S)-alkoxy-2(5 H)-furanonyl] amino acid propargyl esters 1 at room temperature was investigated, and a series of new chiral 2(5 H)-furanone derivatives containing 1,3-butadiyne structure have been synthesized as designed, with yields of 49-84 % (mostly over 66 %). Sixteen target molecules 2 were characterized by FTIR, H NMR, C NMR, MS, and elemental analysis. The brief synthesis of the series 2(5 H)-furanones derivatives with different functional units will afford not only an important synthetic strategy for the bioactive 2(5 H)-furanone derivatives as potential drug molecules but also a basis for the chiral polydiacetylene materials. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 09226168
- Volume :
- 39
- Issue :
- 9
- Database :
- Academic Search Index
- Journal :
- Research on Chemical Intermediates
- Publication Type :
- Academic Journal
- Accession number :
- 91570672
- Full Text :
- https://doi.org/10.1007/s11164-012-0949-3