有机化学 ›› 2017, Vol. 37 ›› Issue (8): 2015-2021.DOI: 10.6023/cjoc201612059 上一篇    下一篇

研究论文

两种基于联萘酚的手性聚醚诱导苯乙炔对醛的对映选择性加成反应

禹曾达, 刘凤, 张令君, 阳年发   

  1. 湘潭大学化学学院 环境友好化学与应用省部共建教育部重点实验室 湘潭 411105
  • 收稿日期:2016-12-25 修回日期:2017-03-21 出版日期:2017-08-25 发布日期:2017-04-21
  • 通讯作者: 张令君, 阳年发 E-mail:dudu8394@163.com;nianfayang@xtu.edu.cn
  • 基金资助:

    高等学校博士学科点专项科研基金(No.20134301110004)资助项目.

Synthesis of Two 1,1'-Bi-2-naphthol-Based Chiral Polyethers for the Enantioselective Addition of Phenylacetylene to Aldehydes

Yu Zeng, Liu Feng, Zhang Lingjun, Yang Nianfa   

  1. Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Hunan 411105
  • Received:2016-12-25 Revised:2017-03-21 Online:2017-08-25 Published:2017-04-21
  • Contact: 10.6023/cjoc201612059 E-mail:dudu8394@163.com;nianfayang@xtu.edu.cn
  • Supported by:

    Project supported by the Higher Education Doctoral Science Foundation of China (No. 20134301110004).

合成了两种带联萘酚侧基的手性聚醚,并将其应用于诱导苯乙炔对醛的不对称加成反应中.产物具有较好的对映选择性,ee值最高达95%.这种聚醚可以被简单的回收重复使用6次且催化活性基本不变.

关键词: 环氧氯丙烷, 聚醚, 联萘酚, 苯乙炔

Two polyethers derived from bi-2-naphthol (BINOL) were synthesized and its asymmetric inducement in the addition of phenylacetylene to aldehydes was studied. The addition products have good enantioselectivity with up to 95% enantiomeric excess (ee). Furthermore, the polyether could be conveniently recovered and reused at least 6 times without loss of catalytic ability.

Key words: epichlorohydrin, polyether, bi-2-naphthol, phenylacetylene