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Citation: Xiaoyun Hu, Zixing Shan. (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[J]. University Chemistry, ;2021, 36(4): 200507. doi: 10.3866/PKU.DXHX202005074 shu

(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

Xiaoyun Hu ^1,, ,
Zixing Shan ²

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

Corresponding author: Xiaoyun Hu, xyhu@mail.scuec.edu.cn
Received Date: 28 May 2020

（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。
1. [1]
  Berg, C. A.; Eichenauer, N. C.; Pietruszka, J. Pure. Appl. Chem. 2012, 84, 2339.
2. [2]
  Nakayama, K.; Rainier, J. D. Tetrahedron 1990, 46, 4165.
3. [3]
  Bischop, M.; Cmrecki, V.; Ophoven, V.; Pietruszka, J. Synthesis 2008, 2488.
4. [4]
  Pellissier, H. Tetrahedron 2008, 64, 10279.
5. [5]
  Seebach, D.; Beck, A. K.; Heckel, A. Angew. Chem. Int. Ed. 2001, 40, 92.
6. [6]
  Shan, Z. X.; Hu, X. Y.; Zhou, Y.; Peng, X. T.; Li, Z. Helv. Chim. Acta 2010, 93, 497.
7. [7]
  Shan, Z. X.; Hu, X. Y.; Zhou, Y.; Peng, X. T.; Yi, J. Tetrahedron:Asymmetry 2009, 20, 1445.
8. [8]
  Hu, X. Y.; Shan, Z. X.; Song, S. J. Tetrahedron:Asymmetry 2014, 25, 503.
9. [9]
  Xie, J. S.; Hu, X. Y.; Shan, Z. X.; Zhou, Z. Q. Aust. J. Chem. 2015, 68, 995.
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