Mechanisms, Regio-and Stereoselectivities for NHC-Catalyzed [3+3] Annulations for the Synthesis of Axially and Centrally Chiral Dihydropyridinones

Yanlong Kang; Ming-Chao Zhang; Li Yan; Zhiqiang Zhang

doi:10.1039/d5cp03567h

January 1, 2025Physical Chemistry Chemical Physics

Mechanisms, Regio-and Stereoselectivities for NHC-Catalyzed [3+3] Annulations for the Synthesis of Axially and Centrally Chiral Dihydropyridinones

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Key Points

Synthesis of regio- and stereoselective chiral dihydropyridinones was achieved using NHC-catalyzed reactions, emphasizing versatile chirality integration.
Key evidence includes enhanced regioselectivities in chiral centers, demonstrating a substantial impact on dihydropyridinone formation.
Theoretical insights on mechanisms were analyzed through studies on organocatalysis to understand the origin of stereoselectivity.
These findings may enable more efficient synthesis in asymmetric catalysis and chiral molecule design.

Implication

This analysis explores organocatalytic synthesis of chiral dihydropyridinones, highlighting the significance of regioselectivities in achieving optimal chirality.

Abstract

Organocatalytic annulation strategies serve as an ideal approach to constructing molecules integrating both axial and central chirality, yet theoretical studies on the origin of stereoselectivity remain insufficient. In this study,...

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Cite This Study

Kang et al. (2025) studied this question.

synapsesocial.com/papers/6928f11ba65b730b9ea7a16a https://doi.org/10.1039/d5cp03567h

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Mechanisms, Regio-and Stereoselectivities for NHC-Catalyzed [3+3] Annulations for the Synthesis of Axially and Centrally Chiral Dihydropyridinones

Key Points

Implication

Abstract

Discussion

Cite This Study

Mechanisms, Regio-and Stereoselectivities for NHC-Catalyzed [3+3] Annulations for the Synthesis of Axially and Centrally Chiral Dihydropyridinones

Key Points

Implication

Abstract

Discussion

Cite This Study

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