Catalytic asymmetric synthesis of tetrahydrocarbazoles

Chiral tetrahydrocarbazoles (THCs) are prevalent in numerous natural indole alkaloids as well as synthetic pharmaceuticals, and exhibit a broad spectrum of bioactivities. As such, the development of efficient synthetic methodologies for the synthesis of chiral THCs is of substantial interest. The ad...

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Published inChemical communications (Cambridge, England) Vol. 55; no. 44; pp. 6151 - 6164
Main Authors Tan, Fen, Cheng, Hong-Gang
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 28.05.2019
Subjects
Alkaloids
Alkylation
Asymmetry
bioactive properties
Carbazoles - chemical synthesis
Carbazoles - chemistry
Catalysis
catalytic activity
chemical reactions
Chemical synthesis
Cycloaddition Reaction
drugs
indole alkaloids
Indoles - chemistry
Lewis Acids - chemistry
Molecular Structure
Reaction mechanisms
Stereoisomerism
stereoselective synthesis
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Summary:Chiral tetrahydrocarbazoles (THCs) are prevalent in numerous natural indole alkaloids as well as synthetic pharmaceuticals, and exhibit a broad spectrum of bioactivities. As such, the development of efficient synthetic methodologies for the synthesis of chiral THCs is of substantial interest. The advent of asymmetric catalysis provides a powerful platform to assemble chiral THC motifs and great efforts have been devoted to this field over the past decades. In this feature article, we summarise recent advances in catalytic asymmetric synthesis of THCs, with particular emphases on reaction types and reaction mechanism. This feature article summarises recent advances in catalytic asymmetric synthesis of THCs, with emphases on reaction type and reaction mechanism.
Bibliography:Hong-Gang Cheng was born in Jiangxi, P. R. China. He received his PhD degree under the supervision of Prof. Wen-Jing Xiao from Central China Normal University in 2014. Then he joined Prof. Sh Kobayashi's group as a postdoctoral fellow at the University of Tokyo and worked there for one year. Since February 2016, he has worked at Wuhan University. His research interest focuses on the development of new synthetic methodologies.
Fen Tan was born in Hubei, P. R. China. She obtained her BSc degree from Dezhou University in 2008 and received her PhD degree in 2014 under the supervision of Prof. Wen-Jing Xiao at Central China Normal University. Since August 2014, she has worked at Hubei University of Education. Her research interests focus on asymmetric catalysis and green synthetic chemistry.
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/c9cc02486g