Citation: Xingfen Huang, Jiefeng Zhu, Chuan He. Catalytic enantioselective N-silylation of sulfoximine[J]. Chinese Chemical Letters, ;2024, 35(4): 108783. doi: 10.1016/j.cclet.2023.108783 shu

Catalytic enantioselective N-silylation of sulfoximine

Xingfen Huang ^a ,
Jiefeng Zhu ^a ,
Chuan He ^{a, b, *,}

a.
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China
b.
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 311121, China

hec@sustech.edu.cn

Received Date: 28 April 2023
Revised Date: 26 June 2023
Accepted Date: 5 July 2023
Available Online: 6 July 2023

Figures(4)

A rhodium/diphosphine-catalyzed asymmetric cross-dehydrogenative coupling between sulfoximines and dihydrosilanes has been achieved. This is the first report on the enantioselective N-silylation of sulfoximines. The protocol gives access to a variety of Si-stereogenic N-silylated sulfoximines in decent yield (up to 99%) with excellent stereoselectivity (up to 99%), featuring high atom economy, and a cleaner manner with H₂ as the sole byproduct. The obtained bis-Si-stereogenic monohydrosilane product can be further converted into the corresponding chiral polymer with pendant sulfoximine groups.
- N-Silylation of sulfoximine,
- Chiral silylamine,
- Si-stereogenic silanes,
- Si-CADC,
- Asymmetric catalysis
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