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有机化学
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有机化学 ›› 1999, Vol. 19 ›› Issue (6): 606-609. 上一篇    下一篇

研究论文

使用苯基果糖硫苷给体立体专一地合成α-D-呋喃果糖苷

薛军;惠永正   

  1. 复旦大学化学系.上海(200433)
  • 发布日期:1999-12-25

Stereospecific synthesis of α-D-fructofuranosides using phenyl 2- thio-D-fructofuranosides

Xue Jun;Hui Yongzheng   

  1. Fudan Univ, Dept Chem.Shanghai(200433)
  • Published:1999-12-25

被引次数

1

在果糖的合成研究中,合成了四苯甲酰基苯基果糖硫苷,并首次将其用作糖苷化反应的给体,在NIS(N-碘代丁二酰亚胺)/AgOTf(三氟甲磺酸银)的促进之下,与乙酰化保护的蔗糖受体反应,从而以高产率立体专一地合成了α构型的呋喃果糖苷。所有产物的构型均由^1HNMR和^1^3CNMR谱图加以证实。

关键词: 合成, 果糖硫苷, 糖苷化, 专一性, 糖苷基, 呋喃P, 立体

Benzoylated phenyl α- and β-2-thio-D-fructofuranosides were synthesized and coupled with protected sucrose acceptor to synthesize α-D-fructofuranoside-linkage stereospecifically by employing NIS/AgOTf as catalysts. The structures of all products were confirmed by ^1^3C NMR and ^1H NMR spectra.

Key words: FURAN P, GLYCOSYL, STEREO, SYNTHESIS, SPECIFICITY

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