Shuan-Yi Tsai

Publications (2)4.71 Total impact

• Article: Synthesis of iminoalditol and N-alkyl iminoalditol derivatives of ribopyranosides.

  An-Tai Wu, Pey-Jiuann Wu, Wei Zou, Jiun-Ly Chir, Yuan-Chun Chang, Shuan-Yi Tsai, Chao-Qi Guo, Wei-Shuan Chang, Yu-Chi Hsieh
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  ABSTRACT: Iminoalditol analogs of ribopyranosides were prepared by reduction of a vinylogous urethane intermediate formed from methyl 2-C-(5-O-methanesulfonyl-beta-d-ribofuranosyl)acetate (1) by treatment with sodium azide in DMF at reflux. The N-alkylated analogs were synthesized either by N-alkylation of the corresponding parent iminoaldithol or, more efficiently, from the product of the reaction of 1 with various alkylamines. The latter process involves an S(N)2 substitution at C-5 by the amine followed by an intramolecular hetero-Michael reaction under basic conditions. The 'aglycon' of the iminoalditol was also modified through amidation and esterification.
  Carbohydrate research 09/2008; 343(17):2887-93. · 2.03 Impact Factor
• Article: Microwave-assisted synthesis of pyrrolidine derivatives

  Yuan-Chun Chang, Jiun-Ly Chir, Shuan-Yi Tsai, Wei-Fu Juang, An-Tai Wu
  Tetrahedron Letters 50(34):4925-4929. · 2.68 Impact Factor