Recent Advances in Catalytic Asymmetric Aza‐Michael Addition Triggered Cascade Reactions

As an important branch of the Michael addition reaction, the aza‐Michael addition cascade reaction has been developed rapidly in recent years. This is because the reaction serves as an important method for effectively constructing functionalized C−N bonds, which can be widely used in the synthesis o...

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Published inAdvanced synthesis & catalysis Vol. 363; no. 20; pp. 4667 - 4694
Main Authors Song, Yong‐Xing, Du, Da‐Ming
Format Journal Article
LanguageEnglish
Published Heidelberg Wiley Subscription Services, Inc 19.10.2021
Subjects
Aldehydes
Alkylation
asymmetric catalysis
Asymmetry
Aza-Michael addition
Cascade chemical reactions
cascade reaction
Chemical synthesis
Michael reaction
Natural products
nitrogen-containing heterocycles
Reaction mechanisms
stereoselectivity
Zoos
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Abstract As an important branch of the Michael addition reaction, the aza‐Michael addition cascade reaction has been developed rapidly in recent years. This is because the reaction serves as an important method for effectively constructing functionalized C−N bonds, which can be widely used in the synthesis of chiral drugs and their intermediates and natural products. Given the importance of this topic, this review highlights the recent developments of aza‐Michael addition triggered cascade reactions in asymmetric synthesis, including aza‐Michael/Michael, aza‐Michael/Aldol, aza‐Michael/Henry, aza‐Michael/hemiacetal, aza‐Michael/Mannich, aza‐Michael/alkylation, aza‐Michael/cyclization, aza‐Michael/ring‐opening, aza‐Michael‐IED/HAD, aza‐Michael/INCR, and aza‐Michael/1,6‐conjugate addition reactions. In this paper, the reaction mechanism and derivatization experiments of different reactions are timely introduced to provide a more comprehensive theoretical basis for subsequent studies.
AbstractList As an important branch of the Michael addition reaction, the aza‐Michael addition cascade reaction has been developed rapidly in recent years. This is because the reaction serves as an important method for effectively constructing functionalized C−N bonds, which can be widely used in the synthesis of chiral drugs and their intermediates and natural products. Given the importance of this topic, this review highlights the recent developments of aza‐Michael addition triggered cascade reactions in asymmetric synthesis, including aza‐Michael/Michael, aza‐Michael/Aldol, aza‐Michael/Henry, aza‐Michael/hemiacetal, aza‐Michael/Mannich, aza‐Michael/alkylation, aza‐Michael/cyclization, aza‐Michael/ring‐opening, aza‐Michael‐IED/HAD, aza‐Michael/INCR, and aza‐Michael/1,6‐conjugate addition reactions. In this paper, the reaction mechanism and derivatization experiments of different reactions are timely introduced to provide a more comprehensive theoretical basis for subsequent studies. magnified image
As an important branch of the Michael addition reaction, the aza‐Michael addition cascade reaction has been developed rapidly in recent years. This is because the reaction serves as an important method for effectively constructing functionalized C−N bonds, which can be widely used in the synthesis of chiral drugs and their intermediates and natural products. Given the importance of this topic, this review highlights the recent developments of aza‐Michael addition triggered cascade reactions in asymmetric synthesis, including aza‐Michael/Michael, aza‐Michael/Aldol, aza‐Michael/Henry, aza‐Michael/hemiacetal, aza‐Michael/Mannich, aza‐Michael/alkylation, aza‐Michael/cyclization, aza‐Michael/ring‐opening, aza‐Michael‐IED/HAD, aza‐Michael/INCR, and aza‐Michael/1,6‐conjugate addition reactions. In this paper, the reaction mechanism and derivatization experiments of different reactions are timely introduced to provide a more comprehensive theoretical basis for subsequent studies.
Author Song, Yong‐Xing
Du, Da‐Ming
Author_xml – sequence: 1
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  fullname: Song, Yong‐Xing
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  email: dudm@bit.edu.cn
  organization: Beijing Institute of Technology
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Snippet As an important branch of the Michael addition reaction, the aza‐Michael addition cascade reaction has been developed rapidly in recent years. This is because...
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SubjectTerms Aldehydes
Alkylation
asymmetric catalysis
Asymmetry
Aza-Michael addition
Cascade chemical reactions
cascade reaction
Chemical synthesis
Michael reaction
Natural products
nitrogen-containing heterocycles
Reaction mechanisms
stereoselectivity
Zoos
Title Recent Advances in Catalytic Asymmetric Aza‐Michael Addition Triggered Cascade Reactions
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fadsc.202100624
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Volume 363
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