Chiral boryl radical catalyzed asymmetric radical cycloisomerization

Asymmetric catalytic organic synthesis is of profound importance in modern research and industries, providing optically enriched molecules with diverse structures and functions [1]. Enzymes, transition metal complexes, and simple organic molecules have all been found as powerful catalysts that enab...

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Main Authors: Jin, Jiamiao, Ren, Shi-Chao, Chi, Robin Yonggui
Other Authors: School of Chemistry, Chemical Engineering and Biotechnology
Format: Journal Article
Language:English
Published: 2024
Subjects:
Online Access:https://hdl.handle.net/10356/179293
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author Jin, Jiamiao
Ren, Shi-Chao
Chi, Robin Yonggui
author2 School of Chemistry, Chemical Engineering and Biotechnology
author_facet School of Chemistry, Chemical Engineering and Biotechnology
Jin, Jiamiao
Ren, Shi-Chao
Chi, Robin Yonggui
author_sort Jin, Jiamiao
collection NTU
description Asymmetric catalytic organic synthesis is of profound importance in modern research and industries, providing optically enriched molecules with diverse structures and functions [1]. Enzymes, transition metal complexes, and simple organic molecules have all been found as powerful catalysts that enable the bond breaking and forming events with excellent control over stereo-selectivity matters. In the realm of designed small molecule organic catalysts, the majority of (active) catalytic species are based on the transfer of electron pairs (such as amines and N-heterocyclic carbenes (NHC) behaving as nucleophilic catalysts) or empty orbitals (such as Brønsted or Lewis acid catalysts) to enable the substrate activation and initiate the catalytic process. Although certain catalytic reaction steps involving these organic catalysts can be designed to go through radical processes, the catalysts themselves behaving as radical species to initiate asymmetric reactions are rarely explored. As of present, radical catalyst-mediated reactions in this regard (such as those catalyzed by thiol radicals, stannyl radicals, nitrogen radicals, and bromine radicals) mostly do not involve chiral controls. Limited success in using radical catalysts for asymmetric reactions includes Zhang’s cobalt-based metalloradical and Maruoka and Miller’s thiol radical catalysts
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spelling ntu-10356/1792932024-07-25T06:30:40Z Chiral boryl radical catalyzed asymmetric radical cycloisomerization Jin, Jiamiao Ren, Shi-Chao Chi, Robin Yonggui School of Chemistry, Chemical Engineering and Biotechnology Chemistry Multidisciplinary Asymmetric catalytic organic synthesis is of profound importance in modern research and industries, providing optically enriched molecules with diverse structures and functions [1]. Enzymes, transition metal complexes, and simple organic molecules have all been found as powerful catalysts that enable the bond breaking and forming events with excellent control over stereo-selectivity matters. In the realm of designed small molecule organic catalysts, the majority of (active) catalytic species are based on the transfer of electron pairs (such as amines and N-heterocyclic carbenes (NHC) behaving as nucleophilic catalysts) or empty orbitals (such as Brønsted or Lewis acid catalysts) to enable the substrate activation and initiate the catalytic process. Although certain catalytic reaction steps involving these organic catalysts can be designed to go through radical processes, the catalysts themselves behaving as radical species to initiate asymmetric reactions are rarely explored. As of present, radical catalyst-mediated reactions in this regard (such as those catalyzed by thiol radicals, stannyl radicals, nitrogen radicals, and bromine radicals) mostly do not involve chiral controls. Limited success in using radical catalysts for asymmetric reactions includes Zhang’s cobalt-based metalloradical and Maruoka and Miller’s thiol radical catalysts 2024-07-25T06:30:40Z 2024-07-25T06:30:40Z 2024 Journal Article Jin, J., Ren, S. & Chi, R. Y. (2024). Chiral boryl radical catalyzed asymmetric radical cycloisomerization. Science China Chemistry, 67(7), 2121-2123. https://dx.doi.org/10.1007/s11426-023-1900-2 1674-7291 https://hdl.handle.net/10356/179293 10.1007/s11426-023-1900-2 2-s2.0-85190868763 7 67 2121 2123 en Science China Chemistry © 2024 Science China Press. All rights reserved.
spellingShingle Chemistry
Multidisciplinary
Jin, Jiamiao
Ren, Shi-Chao
Chi, Robin Yonggui
Chiral boryl radical catalyzed asymmetric radical cycloisomerization
title Chiral boryl radical catalyzed asymmetric radical cycloisomerization
title_full Chiral boryl radical catalyzed asymmetric radical cycloisomerization
title_fullStr Chiral boryl radical catalyzed asymmetric radical cycloisomerization
title_full_unstemmed Chiral boryl radical catalyzed asymmetric radical cycloisomerization
title_short Chiral boryl radical catalyzed asymmetric radical cycloisomerization
title_sort chiral boryl radical catalyzed asymmetric radical cycloisomerization
topic Chemistry
Multidisciplinary
url https://hdl.handle.net/10356/179293
work_keys_str_mv AT jinjiamiao chiralborylradicalcatalyzedasymmetricradicalcycloisomerization
AT renshichao chiralborylradicalcatalyzedasymmetricradicalcycloisomerization
AT chirobinyonggui chiralborylradicalcatalyzedasymmetricradicalcycloisomerization