Donor- and acceptor-enynals/enynones

Enynals and enynones have emerged as focal substrates in organic synthesis in view of their structure diversity, high reactivity and intermediate variety. Transition metal- or Lewis acid-promoted protocols starting from enynals/enynones could provide efficient and direct access to functionalized hom...

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Published inOrganic & biomolecular chemistry Vol. 16; no. 46; pp. 8884 - 8898
Main Authors Chen, Lianfen, Liu, Zhili, Zhu, Shifa
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 28.11.2018
Subjects
Alkenes
Alkynes
Heterocyclic compounds
Lewis acid
Substrates
Transition metals
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Summary:Enynals and enynones have emerged as focal substrates in organic synthesis in view of their structure diversity, high reactivity and intermediate variety. Transition metal- or Lewis acid-promoted protocols starting from enynals/enynones could provide efficient and direct access to functionalized homo- or heterocyclic compounds. In consideration of the different electronic properties of substituents on the alkyne group of enynals/enynones, they are classified into two kinds in this review, namely donor-enynals/enynones with non-electron-withdrawing substituents and acceptor-enynals/enynones with electron-withdrawing moieties. Herein we mainly introduced three kinds of transformations based on benzo-fused donor- and acceptor-enynals/enynones, including their reactions with alkenes, alkynes, and H 2 O, respectively. Three kinds of transformations based on benzo-fused donor- and acceptor-enynals/enynones, including reactions with alkenes, alkynes, and H 2 O, were discussed.
Bibliography:Shifa Zhu obtained his Bachelor degree in Chemistry from Hunan University in 2001, and Ph. D. degree at the Shanghai Institute of Organic Chemistry (SIOC), Chinese Academy of Science, under the supervision of Prof. ShiZheng Zhu (2006). Then he began postdoctoral research in Prof. Yan-Yeung Luk's group (Syracuse University) in 2006 and Prof. X. Peter Zhang's group (University of South Florida) in 2007. He started independent academics in the South China University of Technology in 2009, where he was promoted as a Professor in 2013. Research interests in Prof. Zhu's group include synthetic methodology, alkyne chemistry, onium chemistry, carbene chemistry and total synthesis.
Zhili Liu received her Bachelor degree from Hunan University in 2018 under the supervision of Professor Renhua Qiu. Then, she moved to South China University of Technology to undertake master research in Prof. Zhu's group. Her current interests include transition metal catalysis, homo- and heterogeneous catalysts, and alkyne chemistry.
Lianfen Chen received her Bachelor degree from Sun Yat-sen University (SYSU) in 2012, and then obtained her Ph.D. in Physical Chemistry from SYSU in 2017, under the supervision of Prof. Chengyong Su. In July 2017, she joined the School of Chemistry and Chemical Engineering, South China University of Technology (SCUT) to undertake postdoctoral research in Prof. Zhu's group. Her current research interest involves transition metal catalysis, homo- and heterogeneous catalysts, and alkyne chemistry.
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ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob02348d