Acta Chimica Sinica ›› 2000, Vol. 58 ›› Issue (3): 363-367. Previous Articles     Next Articles

Original Articles

手性4-膦酸二酯基-3-卤-2(5H)-呋喃酮的合成与结构

李学强;黄敏;陈庆华   

  1. 宁夏大学化学系.银川;广东石油化工高等专科学校;北京师范大学化 学系.北京(100875)
  • 发布日期:2000-03-15

Synthesis and structure of the novel chiral 4-dialkyloxyphosphonyl-2 (5H)-furanones

Li Xueqiang;Huang Min;Chen Qinghua   

  1. Ningxia Univ., Dept of Chem.Yinchuan;Beijing Normal Univ., Dept of Chem..Beijing(100875)
  • Published:2000-03-15

In this paper, we report that the tandem asymmetric Michael addition/internal Michalis-Arbazov reaction of 1 with nucleophilic trialkylphosphites afforded optically pure 5-(S)-l-menthyloxy-4- dialkyloxy-phosphonyl-3-halo-2(5H)-furanones 4a-4d in 86%-95% yield with d.e.≥98%. The optically pure compounds 4a-4d were identified on the basis of their analytical data, such as [α]~D^2^0, UV, IR, ^1H NMR, ^1^3C NMR, MS and elemental analysis. The absolute configuration of the novel chiral phosphorous compound 4b was established X-ray crystallography.

Key words: SULFONIUM COMPOUNDS, PHENOL P, BENZOFURAN P, X-RAY DIFFRACTION ANALYSIS, CRYSTAL STRUCTURE

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