Asymmetric Addition of 3-Thienyl Aluminum to Ketones Catalyzed by the Simple Titanium Catalytic System of (S)-1,1'-Binaphthol

doi:10.6023/cjoc201710004

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (3): 672-676.DOI: 10.6023/cjoc201710004 Previous Articles Next Articles

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(S)-联萘酚钛体系催化3-噻吩铝试剂对酮的不对称加成反应

戈敏, 张丽军, 涂兵, 周双六

功能分子固体教育部重点实验室分子基材料安徽省重点实验室安徽师范大学化学与材料科学学院芜湖 241000

收稿日期:2017-10-07 修回日期:2017-11-09 发布日期:2017-11-17
通讯作者: 张丽军,E-mail:zljun@mail.ahnu.edu.cn;周双六,E-mail:slzhou@ahnu.edu.cn E-mail:zljun@mail.ahnu.edu.cn;slzhou@ahnu.edu.cn
基金资助:
国家自然科学基金（Nos.21372009，21672004）资助项目.

Asymmetric Addition of 3-Thienyl Aluminum to Ketones Catalyzed by the Simple Titanium Catalytic System of (S)-1,1'-Binaphthol

Ge Min, Zhang Lijun, Tu Bing, Zhou Shuangliu

Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000

Received:2017-10-07 Revised:2017-11-09 Published:2017-11-17
Contact: 10.6023/cjoc201710004 E-mail:zljun@mail.ahnu.edu.cn;slzhou@ahnu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21372009, 21672004).

1. Asymmetric Addition of 3-Thienyl Aluminum to Ketones Catalyzed by the Simple Titanium Catalytic System of (S)-1,1'-Binaphthol.PDF(768KB)

Abstract

The optically active diaryl alcohols bearing thienyl group are well-known for their biological activity as well as key substructure in bioactive compounds and pharmaceuticals. The asymmetric addition of 3-thienyl aluminum to ketones afforded the optically active 3-thienyl arylethanols in good yields with high enantioselectivities of up to 91% ee employing the simple titanium catalytic system of (S)-1,1'-binaphthol. The catalytic system could also suit for various ketones bearing an electron-donating or electron-withdrawing groups to afford the corresponding diarylethanols containing substituted 3-thienyl groups.

Key words: asymmetric synthesis, thienyl, aluminum, titanium, ketones

Cite this article

Ge Min, Zhang Lijun, Tu Bing, Zhou Shuangliu. Asymmetric Addition of 3-Thienyl Aluminum to Ketones Catalyzed by the Simple Titanium Catalytic System of (S)-1,1'-Binaphthol[J]. Chin. J. Org. Chem., 2018, 38(3): 672-676.

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(S)-联萘酚钛体系催化3-噻吩铝试剂对酮的不对称加成反应

Asymmetric Addition of 3-Thienyl Aluminum to Ketones Catalyzed by the Simple Titanium Catalytic System of (S)-1,1'-Binaphthol

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