Synthetic progress toward the marine natural product zamamiphidin A

An asymmetric synthetic approach to the octahydrofuro[3,4-b]pyridine framework of marine natural product zamamiphidin A has been described. The key steps include an asymmetric Michael addition of (R)-N-tert-butanesulfinyl imidate with enamidomalonate to install the C10 stereocenter, an intramolecula...

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Detalles Bibliográficos
Autores principales: Wang, Hao, Tian, Di, Meng, Zhaoxiang, Chen, Zhihao, Xue, Fei, Liu, Xiao-Yu, Song, Hao, Qin, Yong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9050630/
https://www.ncbi.nlm.nih.gov/pubmed/35496609
http://dx.doi.org/10.1039/d0ra01580f
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author Wang, Hao
Tian, Di
Meng, Zhaoxiang
Chen, Zhihao
Xue, Fei
Liu, Xiao-Yu
Song, Hao
Qin, Yong
author_facet Wang, Hao
Tian, Di
Meng, Zhaoxiang
Chen, Zhihao
Xue, Fei
Liu, Xiao-Yu
Song, Hao
Qin, Yong
author_sort Wang, Hao
collection PubMed
description An asymmetric synthetic approach to the octahydrofuro[3,4-b]pyridine framework of marine natural product zamamiphidin A has been described. The key steps include an asymmetric Michael addition of (R)-N-tert-butanesulfinyl imidate with enamidomalonate to install the C10 stereocenter, an intramolecular alkoxide exchange/Michael addition/hydrogenation sequence to construct the bicyclic ring system.
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spelling pubmed-90506302022-04-29 Synthetic progress toward the marine natural product zamamiphidin A Wang, Hao Tian, Di Meng, Zhaoxiang Chen, Zhihao Xue, Fei Liu, Xiao-Yu Song, Hao Qin, Yong RSC Adv Chemistry An asymmetric synthetic approach to the octahydrofuro[3,4-b]pyridine framework of marine natural product zamamiphidin A has been described. The key steps include an asymmetric Michael addition of (R)-N-tert-butanesulfinyl imidate with enamidomalonate to install the C10 stereocenter, an intramolecular alkoxide exchange/Michael addition/hydrogenation sequence to construct the bicyclic ring system. The Royal Society of Chemistry 2020-03-24 /pmc/articles/PMC9050630/ /pubmed/35496609 http://dx.doi.org/10.1039/d0ra01580f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Wang, Hao
Tian, Di
Meng, Zhaoxiang
Chen, Zhihao
Xue, Fei
Liu, Xiao-Yu
Song, Hao
Qin, Yong
Synthetic progress toward the marine natural product zamamiphidin A
title Synthetic progress toward the marine natural product zamamiphidin A
title_full Synthetic progress toward the marine natural product zamamiphidin A
title_fullStr Synthetic progress toward the marine natural product zamamiphidin A
title_full_unstemmed Synthetic progress toward the marine natural product zamamiphidin A
title_short Synthetic progress toward the marine natural product zamamiphidin A
title_sort synthetic progress toward the marine natural product zamamiphidin a
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9050630/
https://www.ncbi.nlm.nih.gov/pubmed/35496609
http://dx.doi.org/10.1039/d0ra01580f
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