A Lewis Acid-Promoted Michael Addition and Ring-Expansion Cascade for the Construction of Nitrogen-Containing Medium-Sized Rings

A Lewis acid-promoted annulation of azadienes and cyclobutamines was developed. This reaction proceeded through Michael addition and ring-expansion cascade, affording the corresponding nitrogen-containing medium-sized rings with a broad scope in moderate to high yields. The catalytic asymmetric vers...

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Published inMolecules (Basel, Switzerland) Vol. 28; no. 4; p. 1650
Main Authors Wang, Jiaming, Li, Jia, Zhao, Changgui
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 01.02.2023
MDPI
Subjects
Acids
azadienes
Catalysis
eight-membered lactams
Lewis Acids
medium-sized rings
Michael addition
Nitrogen
Potash
Potassium
Prescription drugs
ring expansion
Solvents
Stereoisomerism
China
Michael addition
azadienes
medium-sized rings
ring expansion
eight-membered lactams
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Summary:A Lewis acid-promoted annulation of azadienes and cyclobutamines was developed. This reaction proceeded through Michael addition and ring-expansion cascade, affording the corresponding nitrogen-containing medium-sized rings with a broad scope in moderate to high yields. The catalytic asymmetric version of this reaction has also been explored using a chiral base.
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ISSN:1420-3049
1420-3049
DOI:10.3390/molecules28041650