Theoretical study of the [3 + 4] annulation reaction of 2-bromoenals with malonates catalyzed by N-heterocyclic carbene

Li, Zhilin; Li, Yan; Zhang, Zhiqiang

doi:10.1016/j.mcat.2021.111647

Molecular Catalysis

2021

DOI: 10.1016/j.mcat.2021.111647

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Theoretical study of the [3 + 4] annulation reaction of 2-bromoenals with malonates catalyzed by N-heterocyclic carbene

Zhilin Li

Yan Li

Zhiqiang Zhang

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2024

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Cited by 3 publications

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Asymmetric Synthesis of Seven‐Membered Lactams: Recent Advances and Future Perspectives

Xie,

Zhong,

Xia

2024

Eur J Org Chem

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The optically active lactams represent an important structural motif and present in a wide range of natural products, biologically active compounds and drugs. Compared to the synthesis of chiral five‐ and six‐membered lactams, the asymmetric construction of seven‐membered lactams often presents a challenge due to their consequential entropic and enthalpic barriers. Over the past few decades, substantial efforts have been devoted to this field and chemists have developed various efficient strategies for the preparation of seven‐membered lactams. In this review, we will highlight the recent advances in enantioselective formation of seven‐membered lactams and the discussion will be logically divided into three parts according to the reaction mode. The aim of this review is to familiarize the Reader with new synthetic opportunities offered by these interesting methodologies.

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Asymmetric Synthesis of Seven‐Membered Lactams: Recent Advances and Future Perspectives

Xie,

Zhong,

Xia

2024

Eur J Org Chem

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Progress in organocatalytic asymmetric (4+3) cycloadditions for the enantioselective construction of seven-membered rings

et al. 2023

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A DFT study of NHC-catalyzed reactions between 2-bromo-2-enals and acylhydrazones: mechanisms, and chemo- and stereoselectivities

Li¹,

Geng²,

Song³

et al. 2022

New J. Chem.

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Theoretical study of the [3 + 4] annulation reaction of 2-bromoenals with malonates catalyzed by N-heterocyclic carbene

Cited by 3 publications

References 52 publications

Asymmetric Synthesis of Seven‐Membered Lactams: Recent Advances and Future Perspectives

Asymmetric Synthesis of Seven‐Membered Lactams: Recent Advances and Future Perspectives

Progress in organocatalytic asymmetric (4+3) cycloadditions for the enantioselective construction of seven-membered rings

A DFT study of NHC-catalyzed reactions between 2-bromo-2-enals and acylhydrazones: mechanisms, and chemo- and stereoselectivities

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