Citation: Xiao Mingyan, Zhu Shuai, Shen Yaobin, Wang Liang, Xiao Jian. Construction of Chiral Cyclic Compounds via Asymmetric Cascade[1, n]-Hydride Transfer/Cyclization[J]. Chinese Journal of Organic Chemistry, ;2018, 38(2): 328-340. doi: 10.6023/cjoc201708024 shu

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

Corresponding author: Wang Liang, liangwang0532@yeah.net
Received Date: 13 August 2017
Revised Date: 19 September 2017
Available Online: 16 February 2017
Fund Project: the Open Project Program of Hubei Key Laboratory of Drug Synthesis and Optimization Jingchu University of Technology OPP2015ZD02the Talents of High Level Scientific Research Foundation of Qingdao Agricultural University 6631115015Project 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)

Figures(20)

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