Cobalt-Catalyzed Regio- and Enantioselective Hydroalkylation of 1,1-Disubstituted Styrenes

Abstract The metal hydride catalyzed alkene hydroalkylation enables efficient alkyl–alkyl coupling, yielding structurally diverse chiral organic compounds. However, the control of stereochemical selectivity in alkene hydroalkylation still heavily relies on the assistance of substrate Lewis basic functional groups or polar heteroatom functional groups. We have recently developed a cobalt hydride catalytic system and established a paradigm of enantioselective control assisted by C–H···π noncovalent interactions. This approach enables the asymmetric hydroalkylation of 1,1-disubstituted styrenes, thereby circumventing the limitations imposed by substrate heteroatom functional groups. 1 Introduction 2 Reaction Development 3 Synthetic Applications 4 Mechanistic Investigation 5 Conclusion and Future Outlook

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Publication Details

Journal
Synlett
Published
2024-09-02
DOI
https://doi.org/10.1055/a-2408-0043
Citations
1
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.16

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article

Cobalt-Catalyzed Regio- and Enantioselective Hydroalkylation of 1,1-Disubstituted Styrenes

Lifeng Yan, Xi Lu
1 citations
Synlett
Asymmetric Hydrogenation and Catalysis
0.16
article

Cobalt-Catalyzed Regio- and Enantioselective Hydroalkylation of 1,1-Disubstituted Styrenes

Lifeng Yan, Xi Lu
article en
1 citations

Abstract

Abstract The metal hydride catalyzed alkene hydroalkylation enables efficient alkyl–alkyl coupling, yielding structurally diverse chiral organic compounds. However, the control of stereochemical selectivity in alkene hydroalkylation still heavily relies on the assistance of substrate Lewis basic functional groups or polar heteroatom functional groups. We have recently developed a cobalt hydride catalytic system and established a paradigm of enantioselective control assisted by C–H···π noncovalent interactions. This approach enables the asymmetric hydroalkylation of 1,1-disubstituted styrenes, thereby circumventing the limitations imposed by substrate heteroatom functional groups. 1 Introduction 2 Reaction Development 3 Synthetic Applications 4 Mechanistic Investigation 5 Conclusion and Future Outlook

SynlettVol. 36(06)
University of Science and Technology of China (CN)
China Postdoctoral Science Foundation, Natural Science Foundation of Anhui Province, Fundamental Research Funds for the Central Universities
Clean water and sanitation
Openalex Percentile: Top 58%
Asymmetric Hydrogenation and Catalysis
0.16
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