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Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions

Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids bearing distinctive core structures were achieved through Staudinger reactions using a common intermediate. In the key cyclization step, water functioned like a switch to control which core structure to produce. The chemistry...

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Autores principales: Li, Zining, Geng, Qian, Lv, Zhe, Pritchett, Beau P., Baba, Katsuaki, Numajiri, Yoshitaka, Stoltz, Brian M., Liang, Guangxin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4333676/
https://www.ncbi.nlm.nih.gov/pubmed/25717379
http://dx.doi.org/10.1039/c4qo00312h
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author Li, Zining
Geng, Qian
Lv, Zhe
Pritchett, Beau P.
Baba, Katsuaki
Numajiri, Yoshitaka
Stoltz, Brian M.
Liang, Guangxin
author_facet Li, Zining
Geng, Qian
Lv, Zhe
Pritchett, Beau P.
Baba, Katsuaki
Numajiri, Yoshitaka
Stoltz, Brian M.
Liang, Guangxin
author_sort Li, Zining
collection PubMed
description Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids bearing distinctive core structures were achieved through Staudinger reactions using a common intermediate. In the key cyclization step, water functioned like a switch to control which core structure to produce. The chemistry allowed for selective syntheses of the group of alkaloids from a simple intermediate through straightforward chemical operations.
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spelling pubmed-43336762015-02-23 Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions Li, Zining Geng, Qian Lv, Zhe Pritchett, Beau P. Baba, Katsuaki Numajiri, Yoshitaka Stoltz, Brian M. Liang, Guangxin Org Chem Front Chemistry Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids bearing distinctive core structures were achieved through Staudinger reactions using a common intermediate. In the key cyclization step, water functioned like a switch to control which core structure to produce. The chemistry allowed for selective syntheses of the group of alkaloids from a simple intermediate through straightforward chemical operations. Royal Society of Chemistry 2015-03-17 2015-01-27 /pmc/articles/PMC4333676/ /pubmed/25717379 http://dx.doi.org/10.1039/c4qo00312h Text en This journal is © The Royal Society of Chemistry 2015 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Li, Zining
Geng, Qian
Lv, Zhe
Pritchett, Beau P.
Baba, Katsuaki
Numajiri, Yoshitaka
Stoltz, Brian M.
Liang, Guangxin
Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions
title Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions
title_full Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions
title_fullStr Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions
title_full_unstemmed Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions
title_short Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions
title_sort selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by staudinger reactions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4333676/
https://www.ncbi.nlm.nih.gov/pubmed/25717379
http://dx.doi.org/10.1039/c4qo00312h
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