Citation: Changli He, Xiaoxue Tang, Xin He, Yuqiao Zhou, Xiaohua Liu, Xiaoming Feng. Regio- and enantioselective conjugate addition of β-nitro α, β-unsaturated carbonyls to construct 3-alkenyl disubstituted oxindoles[J]. Chinese Chemical Letters, ;2023, 34(1): 107487. doi: 10.1016/j.cclet.2022.05.001 shu

Regio- and enantioselective conjugate addition of β-nitro α, β-unsaturated carbonyls to construct 3-alkenyl disubstituted oxindoles

Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China

liuxh@scu.edu.cn

xmfeng@scu.edu.cn

Received Date: 24 March 2022
Revised Date: 27 April 2022
Accepted Date: 2 May 2022
Available Online: 10 May 2022

Figures(5)

Reversal of regioselectivity in the catalytic asymmetric conjugate additions of 3-substituted oxindoles to β-nitroenones or β-nitroacrylates was established with chiral scandium catalysts. It enabled the construction of functionalized 3, 3-disubstituted oxindoles, including terminal and internal vinyl groups in excellent yields and ee values.
- Asymmetric catalysis,
- Conjugate addition,
- Nitroalkenes,
- Regioselectivity,
- Oxindoles
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