Rh-Catalyzed Highly Enantioselective Synthesis of Aliphatic Sulfonyl Fluorides

Rh-catalyzed, highly enantioselective (up to 99.8% ee) synthesis of aliphatic sulfonyl fluorides was accomplished. This protocol provides a portal to a class of novel 2-aryl substituted chiral sulfonyl fluorides, which are otherwise extremely difficult to access. This asymmetric synthesis has the fe...

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Autores principales: Moku, Balakrishna, Fang, Wan-Yin, Leng, Jing, Li, Linxian, Zha, Gao-Feng, Rakesh, K.P., Qin, Hua-Li
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6889689/
https://www.ncbi.nlm.nih.gov/pubmed/31733515
http://dx.doi.org/10.1016/j.isci.2019.10.051
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author Moku, Balakrishna
Fang, Wan-Yin
Leng, Jing
Li, Linxian
Zha, Gao-Feng
Rakesh, K.P.
Qin, Hua-Li
author_facet Moku, Balakrishna
Fang, Wan-Yin
Leng, Jing
Li, Linxian
Zha, Gao-Feng
Rakesh, K.P.
Qin, Hua-Li
author_sort Moku, Balakrishna
collection PubMed
description Rh-catalyzed, highly enantioselective (up to 99.8% ee) synthesis of aliphatic sulfonyl fluorides was accomplished. This protocol provides a portal to a class of novel 2-aryl substituted chiral sulfonyl fluorides, which are otherwise extremely difficult to access. This asymmetric synthesis has the feature of mild conditions, excellent functional group compatibility, and wide substrate scope (51 examples) generating a wide array of structurally unique chiral β-arylated sulfonyl fluorides for sulfur(VI) fluoride exchange (SuFEx) click reaction and drug discovery.
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spelling pubmed-68896892019-12-11 Rh-Catalyzed Highly Enantioselective Synthesis of Aliphatic Sulfonyl Fluorides Moku, Balakrishna Fang, Wan-Yin Leng, Jing Li, Linxian Zha, Gao-Feng Rakesh, K.P. Qin, Hua-Li iScience Article Rh-catalyzed, highly enantioselective (up to 99.8% ee) synthesis of aliphatic sulfonyl fluorides was accomplished. This protocol provides a portal to a class of novel 2-aryl substituted chiral sulfonyl fluorides, which are otherwise extremely difficult to access. This asymmetric synthesis has the feature of mild conditions, excellent functional group compatibility, and wide substrate scope (51 examples) generating a wide array of structurally unique chiral β-arylated sulfonyl fluorides for sulfur(VI) fluoride exchange (SuFEx) click reaction and drug discovery. Elsevier 2019-10-30 /pmc/articles/PMC6889689/ /pubmed/31733515 http://dx.doi.org/10.1016/j.isci.2019.10.051 Text en © 2019 The Author(s) http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Article
Moku, Balakrishna
Fang, Wan-Yin
Leng, Jing
Li, Linxian
Zha, Gao-Feng
Rakesh, K.P.
Qin, Hua-Li
Rh-Catalyzed Highly Enantioselective Synthesis of Aliphatic Sulfonyl Fluorides
title Rh-Catalyzed Highly Enantioselective Synthesis of Aliphatic Sulfonyl Fluorides
title_full Rh-Catalyzed Highly Enantioselective Synthesis of Aliphatic Sulfonyl Fluorides
title_fullStr Rh-Catalyzed Highly Enantioselective Synthesis of Aliphatic Sulfonyl Fluorides
title_full_unstemmed Rh-Catalyzed Highly Enantioselective Synthesis of Aliphatic Sulfonyl Fluorides
title_short Rh-Catalyzed Highly Enantioselective Synthesis of Aliphatic Sulfonyl Fluorides
title_sort rh-catalyzed highly enantioselective synthesis of aliphatic sulfonyl fluorides
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6889689/
https://www.ncbi.nlm.nih.gov/pubmed/31733515
http://dx.doi.org/10.1016/j.isci.2019.10.051
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