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

doi:10.6023/cjoc201612059

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (8): 2015-2021.DOI: 10.6023/cjoc201612059 Previous Articles Next Articles

ARTICLE

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

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 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

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 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).

1. Synthesis of Two 1,1'-Bi-2-naphthol-Based Chiral Polyethers for the Enantioselective Addition of Phenylacetylene to Aldehydes.PDF(1587KB)

Abstract

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

Cite this article

Yu Zeng, Liu Feng, Zhang Lingjun, Yang Nianfa. Synthesis of Two 1,1'-Bi-2-naphthol-Based Chiral Polyethers for the Enantioselective Addition of Phenylacetylene to Aldehydes[J]. Chin. J. Org. Chem., 2017, 37(8): 2015-2021.

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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

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

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