大学化学 >> 2021, Vol. 36 >> Issue (4): 2005074.doi: 10.3866/PKU.DXHX202005074

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(2R, 3R)-1, 4-二甲氧基-1, 1, 4, 4-四苯基-2, 3-丁二醇合成方法研究进展

胡晓允1,*(), 单自兴2   

  1. 1 中南民族大学化学与材料科学学院, 武汉 430074
    2 武汉大学化学与分子科学学院, 武汉 430072
  • 收稿日期:2020-05-28 录用日期:2020-06-29 发布日期:2020-07-21
  • 通讯作者: 胡晓允 E-mail:xyhu@mail.scuec.edu.cn
  • 作者简介:胡晓允, Email: xyhu@mail.scuec.edu.cn
  • 基金资助:
    国家自然科学基金(21302233);中央高校基本科研业务费专项资金项目(CZY20016)

Progress on the Study on Synthetic Method of (2R, 3R)-1, 4-Dimethoxy-1, 1, 4, 4-Tetraphenylbutane-2, 3-Diol

Xiaoyun Hu1,*(), Zixing Shan2   

  1. 1 College of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074, China
    2 College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China
  • Received:2020-05-28 Accepted:2020-06-29 Published:2020-07-21
  • Contact: Xiaoyun Hu E-mail:xyhu@mail.scuec.edu.cn

摘要:

(2R,3R)-1,4-二甲氧基-1,1,4,4-四苯基-2,3-丁二醇是一类应用广泛的手性二醇,本文从绿色化学的角度综述了其合成方法的研究进展。本课题组通过(2R,3R)-1,1,4,4-四苯基丁四醇的区域选择性反应设计新的合成方案,缩短了合成路线,用常规试剂如甲醇、氯化亚砜和无机碱液等取代了DDQ(2,3-二氯-5,6-二氰-1,4-苯)、LiAlH4、NaH和MeI等化学试剂,发展出高效、便捷、绿色化程度较高的合成方案。

关键词: (2R, 3R)-1, 4-二甲氧基-1, 1, 4, 4-四苯基-2, 3-丁二醇, (2R, 3R)-1, 1, 4, 4-四苯基丁四醇, 区域选择性反应

Abstract:

(2R, 3R)-1, 4-dimethoxy-1, 1, 4, 4-tetraphenylbutane-2, 3-diol has diverse applications in asymmetric organic synthesis, and this paper briefly introduces the progress on its synthetic methods from the perspective of green chemistry. Our group developed new synthetic methods based on the region-selective transformation of (2R, 3R)-1, 1, 4, 4-tetraphenylbutanetetraol. In the preparation, methanol was used as a methylating reagent and common inorganic alkali liquor was used instead of DDQ and LiAlH4.

Key words: (2R, 3R)-1, 4-dimethoxy-1, 1, 4, 4-tetraphenylbutane-2, 3-diol, (2R, 3R)-1, 1, 4, 4-tetraphenylbutanetetraol, Region-selective reaction