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Asymmetric Total Synthesis of Hetiamacins A–F

[Image: see text] Herein, we report a concise and stereoselective approach for the asymmetric total synthesis of hetiamacins A–F on the basis of the total synthesis of amicoumacin C, which could be synthesized from a known l-aspartic acid derivative. The synthesis of hetiamacin A was accomplished by...

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Autores principales: Wu, Gang, Wang, Ting, Jiang, Zhongke, Liu, Shaowei, Sun, Chenghang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8015134/
https://www.ncbi.nlm.nih.gov/pubmed/33817482
http://dx.doi.org/10.1021/acsomega.0c06267
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author Wu, Gang
Wang, Ting
Jiang, Zhongke
Liu, Shaowei
Sun, Chenghang
author_facet Wu, Gang
Wang, Ting
Jiang, Zhongke
Liu, Shaowei
Sun, Chenghang
author_sort Wu, Gang
collection PubMed
description [Image: see text] Herein, we report a concise and stereoselective approach for the asymmetric total synthesis of hetiamacins A–F on the basis of the total synthesis of amicoumacin C, which could be synthesized from a known l-aspartic acid derivative. The synthesis of hetiamacin A was accomplished by an 11-step sequence that featured 1,3-oxazinane ring formation of amicoumacin B followed by amidation in one pot. Hetiamacins B–F were synthesized from amicoumacin A in only one step.
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spelling pubmed-80151342021-04-02 Asymmetric Total Synthesis of Hetiamacins A–F Wu, Gang Wang, Ting Jiang, Zhongke Liu, Shaowei Sun, Chenghang ACS Omega [Image: see text] Herein, we report a concise and stereoselective approach for the asymmetric total synthesis of hetiamacins A–F on the basis of the total synthesis of amicoumacin C, which could be synthesized from a known l-aspartic acid derivative. The synthesis of hetiamacin A was accomplished by an 11-step sequence that featured 1,3-oxazinane ring formation of amicoumacin B followed by amidation in one pot. Hetiamacins B–F were synthesized from amicoumacin A in only one step. American Chemical Society 2021-03-17 /pmc/articles/PMC8015134/ /pubmed/33817482 http://dx.doi.org/10.1021/acsomega.0c06267 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Wu, Gang
Wang, Ting
Jiang, Zhongke
Liu, Shaowei
Sun, Chenghang
Asymmetric Total Synthesis of Hetiamacins A–F
title Asymmetric Total Synthesis of Hetiamacins A–F
title_full Asymmetric Total Synthesis of Hetiamacins A–F
title_fullStr Asymmetric Total Synthesis of Hetiamacins A–F
title_full_unstemmed Asymmetric Total Synthesis of Hetiamacins A–F
title_short Asymmetric Total Synthesis of Hetiamacins A–F
title_sort asymmetric total synthesis of hetiamacins a–f
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8015134/
https://www.ncbi.nlm.nih.gov/pubmed/33817482
http://dx.doi.org/10.1021/acsomega.0c06267
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