Construction of Chiral Cyclic Compounds via Asymmetric Cascade[1,n]-Hydride Transfer/Cyclization

doi:10.6023/cjoc201708024

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (2): 328-340.DOI: 10.6023/cjoc201708024 Previous Articles Next Articles

Special Issue: 碳氢活化合辑2018-2019

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不对称串联[1,n]-氢迁移/环化反应构建手性化合物研究进展

肖明艳^b, 朱帅^b, 沈耀滨^b, 王亮^a,b, 肖建^a,b

a 荆楚理工学院药物合成与优化湖北省重点实验室荆门 448000;
b 青岛农业大学化学与药学院青岛 266109

收稿日期:2017-08-13 修回日期:2017-09-19 发布日期:2017-10-16
通讯作者: 王亮 E-mail:liangwang0532@yeah.net
基金资助:
荆楚理工学院药物合成与优化湖北省重点实验室开放基金（No.OPP2015ZD02）及青岛农业大学高层次人才启动基金（No.6631115015）资助项目.

Construction of Chiral Cyclic Compounds via Asymmetric Cascade[1,n]-Hydride Transfer/Cyclization

Xiao Mingyan^b, Zhu Shuai^b, Shen Yaobin^b, Wang Liang^a,b, Xiao Jian^a,b

a Hubei Key Laboratory of Drug Synthesis and Optimization, Jingchu University of Technology, Jingmen 448000;
b College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao 266109

Received:2017-08-13 Revised:2017-09-19 Published:2017-10-16
Contact: 10.6023/cjoc201708024 E-mail:liangwang0532@yeah.net
Supported by:
Project supported by the Open Project Program of Hubei Key Laboratory of Drug Synthesis and Optimization Jingchu University of Technology (No. OPP2015ZD02) and the Talents of High Level Scientific Research Foundation of Qingdao Agricultural University (No. 6631115015).

The C (sp³)-H adjacent to heteroatoms can be readily functionalized to C-C, C-N, C-O bonds etc. via cascade[1, n]-hydride transfer/cyclization, which shows high potency to construct 5-membered, 6-membered and all carbon rings. This intriguing cascade process can be employed to synthesize common skeletons of significant natural products and pharmaceutical molecules. Chiral amines, Lewis acids and Brønsted acids have been successfully utilized to catalyze the asymmetric cascade reaction.

Key words: C (sp³)-H functionalization, cascade reaction, [1,n]-hydride transfer/cyclization, asymmetric catalysis, heterocyclic compound

Cite this article

Xiao Mingyan, Zhu Shuai, Shen Yaobin, Wang Liang, Xiao Jian. Construction of Chiral Cyclic Compounds via Asymmetric Cascade[1,n]-Hydride Transfer/Cyclization[J]. Chin. J. Org. Chem., 2018, 38(2): 328-340.

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不对称串联[1,n]-氢迁移/环化反应构建手性化合物研究进展

Construction of Chiral Cyclic Compounds via Asymmetric Cascade[1,n]-Hydride Transfer/Cyclization

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