有机化学 ›› 2004, Vol. 24 ›› Issue (6): 637-640. 上一篇    下一篇

研究论文

ZnCl2-KBH4还原苹果酸和天冬氨酸的研究

刘全忠a,b, 龚流柱a, 蒋耀忠*,a   

  1. a中国科学院成都有机化学研究所不对称合成与手性技术四川省重点实验室 成都 610041
    b西华师范大学化学系 南充 637002
  • 收稿日期:2003-07-15 修回日期:2003-10-13 接受日期:2003-12-19 发布日期:2022-09-21
  • 通讯作者: *E-mail: gonglz@cioc.ac.cn

Study on the Reduction of (S)-Malic Acid and (S)-Aspartic Acid by ZnCl2-KBH4

LIU, Quan-Zhonga,b, GONG, Liu-Zhua, JIANG, Yao-Zhong*,a   

  1. a Key Laboratory for Asymmetric Synthesis and Chirotechnology, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041
    b Department of Chemistry, China West Normal University, Nanchong 637002
  • Received:2003-07-15 Revised:2003-10-13 Accepted:2003-12-19 Published:2022-09-21

在锌盐存在下,KBH4表现出良好的化学还原性和选择性.报道以无水氯化锌和KBH4作还原剂选择性地还原(S)-2-乙酰基苹果酸酐和(S)-2-乙酰基天冬氨酸酐,分别以88%和74%的产率和大于99%的光学纯度得到了(S)-3-羟基-γ-丁内酯和(S)-3-乙酰氨基-γ-丁内酯.

关键词: (S)-3-羟基-γ-丁内酯, 还原, (S)-2-乙酰基苹果酸酐

Lewis acid mediated reduction of (S)-malic anhydride and(S)-aspartic anhydride using potassium borohydride in tetrahydrofuran yielded (S)-3-hydroxy-γ-butyrolactone and (S)-acetylamino-γ-butyrolactone. The process avoided the occurrence of over-reduced products, maintained the optical purities and decreased the cost with the yield being high.

Key words: (S)-3-hydroxy-γ-butyrolactone, reduction, (S)-malic acid anhydride