Citation: 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]. Chinese Journal of Organic Chemistry, ;2018, 38(3): 672-676. doi: 10.6023/cjoc201710004 shu

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

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

Corresponding author: Zhang Lijun, zljun@mail.ahnu.edu.cn Zhou Shuangliu, slzhou@ahnu.edu.cn
Received Date: 7 October 2017
Revised Date: 9 November 2017
Available Online: 17 March 2017
Fund Project: the National Natural Science Foundation of China 21372009Project supported by the National Natural Science Foundation of China (Nos. 21372009, 21672004)the National Natural Science Foundation of China 21672004

Figures(1)

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.
- asymmetric synthesis,
- thienyl,
- aluminum,
- titanium,
- ketones
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