Asymmetric Construction of Chiral β-Aminoketone Derivatives via Enantioselective Mannich/Retro-Claisen Cascade Reaction

Abstract Herein, we report an organocatalytic asymmetric Mannich addition/retro-Claisen cascade reaction between unsymmetrical 1,3-diones and in situ-generated N-Boc-protected alkynylimines, affording chiral β-aminoketone derivatives in good yields with high enantioselectivities. The obtained chiral β-aminoketone derivatives can be readily transformed into hydrogenated products and oxime derivatives, respectively.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-11-11
DOI
https://doi.org/10.1021/acs.joc.6c02112
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
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article

Asymmetric Construction of Chiral β-Aminoketone Derivatives via Enantioselective Mannich/Retro-Claisen Cascade Reaction

Wenling Qin, Weijun Yao, Qingqin Huang, Wenhui Wang et al.
The Journal of Organic Chemistry
Asymmetric Synthesis and Catalysis
article

Asymmetric Construction of Chiral β-Aminoketone Derivatives via Enantioselective Mannich/Retro-Claisen Cascade Reaction

Wenling Qin, Weijun Yao, Qingqin Huang, Wenhui Wang, Zhen Wang, Yu Zhang
article en

Abstract

Abstract Herein, we report an organocatalytic asymmetric Mannich addition/retro-Claisen cascade reaction between unsymmetrical 1,3-diones and in situ-generated N-Boc-protected alkynylimines, affording chiral β-aminoketone derivatives in good yields with high enantioselectivities. The obtained chiral β-aminoketone derivatives can be readily transformed into hydrogenated products and oxime derivatives, respectively.

The Journal of Organic Chemistry
Zhejiang Sci-Tech University (CN), Chongqing University (CN)
Asymmetric Synthesis and Catalysis
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