Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy

The formal total synthesis of macarpine was accomplished by the construction of a naphthol intermediate in Ishikawa’s synthetic route with two different synthetic routes. The convergent synthetic strategies feature the utilization of Au(I)-catalyzed cycloisomerizations of a 1,5-enyne and alkynyl ket...

Descripción completa

Detalles Bibliográficos
Autores principales: Fu, Jiayue, Li, Bingbing, Zhou, Zefang, Cheng, Maosheng, Yang, Lu, Liu, Yongxiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9704023/
https://www.ncbi.nlm.nih.gov/pubmed/36483093
http://dx.doi.org/10.3762/bjoc.18.169
_version_ 1784839974361759744
author Fu, Jiayue
Li, Bingbing
Zhou, Zefang
Cheng, Maosheng
Yang, Lu
Liu, Yongxiang
author_facet Fu, Jiayue
Li, Bingbing
Zhou, Zefang
Cheng, Maosheng
Yang, Lu
Liu, Yongxiang
author_sort Fu, Jiayue
collection PubMed
description The formal total synthesis of macarpine was accomplished by the construction of a naphthol intermediate in Ishikawa’s synthetic route with two different synthetic routes. The convergent synthetic strategies feature the utilization of Au(I)-catalyzed cycloisomerizations of a 1,5-enyne and alkynyl ketone substrates, which were prepared by Sonogashira coupling reactions.
format Online
Article
Text
id pubmed-9704023
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-97040232022-12-07 Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy Fu, Jiayue Li, Bingbing Zhou, Zefang Cheng, Maosheng Yang, Lu Liu, Yongxiang Beilstein J Org Chem Letter The formal total synthesis of macarpine was accomplished by the construction of a naphthol intermediate in Ishikawa’s synthetic route with two different synthetic routes. The convergent synthetic strategies feature the utilization of Au(I)-catalyzed cycloisomerizations of a 1,5-enyne and alkynyl ketone substrates, which were prepared by Sonogashira coupling reactions. Beilstein-Institut 2022-11-23 /pmc/articles/PMC9704023/ /pubmed/36483093 http://dx.doi.org/10.3762/bjoc.18.169 Text en Copyright © 2022, Fu et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Letter
Fu, Jiayue
Li, Bingbing
Zhou, Zefang
Cheng, Maosheng
Yang, Lu
Liu, Yongxiang
Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy
title Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy
title_full Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy
title_fullStr Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy
title_full_unstemmed Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy
title_short Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy
title_sort formal total synthesis of macarpine via a au(i)-catalyzed 6-endo-dig cycloisomerization strategy
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9704023/
https://www.ncbi.nlm.nih.gov/pubmed/36483093
http://dx.doi.org/10.3762/bjoc.18.169
work_keys_str_mv AT fujiayue formaltotalsynthesisofmacarpineviaaauicatalyzed6endodigcycloisomerizationstrategy
AT libingbing formaltotalsynthesisofmacarpineviaaauicatalyzed6endodigcycloisomerizationstrategy
AT zhouzefang formaltotalsynthesisofmacarpineviaaauicatalyzed6endodigcycloisomerizationstrategy
AT chengmaosheng formaltotalsynthesisofmacarpineviaaauicatalyzed6endodigcycloisomerizationstrategy
AT yanglu formaltotalsynthesisofmacarpineviaaauicatalyzed6endodigcycloisomerizationstrategy
AT liuyongxiang formaltotalsynthesisofmacarpineviaaauicatalyzed6endodigcycloisomerizationstrategy

Ejemplares similares