Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions

A divergent cyclopropanation reaction has been accomplished via the dearomative addition of sulfur ylides to activated N-heteroarenes. A series of biologically significant molecular skeletons was obtained by the direct cyclopropanation of quinolinium zwitterions. Furthermore, a straightforward synth...

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Detalles Bibliográficos
Autores principales: Lee, Jiyoun, Ko, Donguk, Park, Hyunju, Yoo, Eun Jeong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7069384/
https://www.ncbi.nlm.nih.gov/pubmed/32206287
http://dx.doi.org/10.1039/c9sc06369b
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author Lee, Jiyoun
Ko, Donguk
Park, Hyunju
Yoo, Eun Jeong
author_facet Lee, Jiyoun
Ko, Donguk
Park, Hyunju
Yoo, Eun Jeong
author_sort Lee, Jiyoun
collection PubMed
description A divergent cyclopropanation reaction has been accomplished via the dearomative addition of sulfur ylides to activated N-heteroarenes. A series of biologically significant molecular skeletons was obtained by the direct cyclopropanation of quinolinium zwitterions. Furthermore, a straightforward synthetic route to optically enriched cyclopropane-fused heterocycles was developed using sulfur ylides as chiral nucleophiles in the 1,4-dearomative reaction.
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spelling pubmed-70693842020-03-23 Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions Lee, Jiyoun Ko, Donguk Park, Hyunju Yoo, Eun Jeong Chem Sci Chemistry A divergent cyclopropanation reaction has been accomplished via the dearomative addition of sulfur ylides to activated N-heteroarenes. A series of biologically significant molecular skeletons was obtained by the direct cyclopropanation of quinolinium zwitterions. Furthermore, a straightforward synthetic route to optically enriched cyclopropane-fused heterocycles was developed using sulfur ylides as chiral nucleophiles in the 1,4-dearomative reaction. Royal Society of Chemistry 2020-01-10 /pmc/articles/PMC7069384/ /pubmed/32206287 http://dx.doi.org/10.1039/c9sc06369b Text en This journal is © The Royal Society of Chemistry 2020 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Lee, Jiyoun
Ko, Donguk
Park, Hyunju
Yoo, Eun Jeong
Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions
title Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions
title_full Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions
title_fullStr Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions
title_full_unstemmed Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions
title_short Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions
title_sort direct cyclopropanation of activated n-heteroarenes via site- and stereoselective dearomative reactions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7069384/
https://www.ncbi.nlm.nih.gov/pubmed/32206287
http://dx.doi.org/10.1039/c9sc06369b
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