Asymmetric [4+2] annulation of <i>N</i>-sulfonyl ketimines: access to <i>N</i>-heterocycles bearing 1,3-nonadjacent stereocenters with a quaternary carbon center

An organocatalytic [4+2] annulation of N -sulfonyl ketimines with aminochalcones has been developed to afford the benzenesulfonamide fused tetrahydroquinazoline compounds under mild conditions with excellent stereoselectivity (up to 99% ee). This method provides a concise and efficient approach for the construction of N -heterocyclic compounds bearing 1,3-nonadjacent stereocenters with a quaternary carbon center.

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Publication Details

Journal
Chemical Synthesis
Published
2024-12-20
DOI
https://doi.org/10.20517/cs.2024.58
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
0.00

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article

Asymmetric [4+2] annulation of N-sulfonyl ketimines: access to N-heterocycles bearing 1,3-nonadjacent stereocenters with a quaternary carbon center

Ruochen Pang, Weiwu Ren, Tengfei Xuan, Yuxin Tian et al.
Chemical Synthesis
Asymmetric Synthesis and Catalysis
article

Asymmetric [4+2] annulation of N-sulfonyl ketimines: access to N-heterocycles bearing 1,3-nonadjacent stereocenters with a quaternary carbon center

Ruochen Pang, Weiwu Ren, Tengfei Xuan, Yuxin Tian, Wei Han
article en

Abstract

An organocatalytic [4+2] annulation of N -sulfonyl ketimines with aminochalcones has been developed to afford the benzenesulfonamide fused tetrahydroquinazoline compounds under mild conditions with excellent stereoselectivity (up to 99% ee). This method provides a concise and efficient approach for the construction of N -heterocyclic compounds bearing 1,3-nonadjacent stereocenters with a quaternary carbon center.

Chemical SynthesisVol. 4(4)
Ocean University of China (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 82%
Asymmetric Synthesis and Catalysis
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