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Transition Metal-Mediated Annulation Approaches for Synthesis of Arylnaphthalene Lignan Lactones

Arylnaphthalene lignan lactones belong to a class of natural lignans, and more than 60 analogs have been isolated. Their pharmacological activities as well as unique structural features have attracted considerable attention from medicinal and synthetic chemists. Since the first synthesis in 1895, ma...

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Autores principales: Park, Sooyoung, Kim, Jin-Hee, Kim, Seok-Ho, Shin, Dongyun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7424055/
https://www.ncbi.nlm.nih.gov/pubmed/32850648
http://dx.doi.org/10.3389/fchem.2020.00628
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author Park, Sooyoung
Kim, Jin-Hee
Kim, Seok-Ho
Shin, Dongyun
author_facet Park, Sooyoung
Kim, Jin-Hee
Kim, Seok-Ho
Shin, Dongyun
author_sort Park, Sooyoung
collection PubMed
description Arylnaphthalene lignan lactones belong to a class of natural lignans, and more than 60 analogs have been isolated. Their pharmacological activities as well as unique structural features have attracted considerable attention from medicinal and synthetic chemists. Since the first synthesis in 1895, many synthetic methodologies with ionic or pericyclic reaction mechanisms have been reported. Transition metal catalysts sometimes provide exceptional synthetic versatility for the syntheses of natural compounds. Recently, transition metal-mediated methodologies were investigated for the construction of basic scaffolds of arylnaphthalene lignan lactones. Five kinds of transition metal catalysts containing gold, manganese, nickel, palladium, and silver have been explored. Most of the metal catalysts successfully created arylnaphthalene lactones by intermolecular or intramolecular annulative cyclization. In this review, all reports of transition metal-mediated annulative construction of arylnaphthalene lignan lactones were compiled, and synthetic approaches, mechanistic aspects, and successful applications were discussed.
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spelling pubmed-74240552020-08-25 Transition Metal-Mediated Annulation Approaches for Synthesis of Arylnaphthalene Lignan Lactones Park, Sooyoung Kim, Jin-Hee Kim, Seok-Ho Shin, Dongyun Front Chem Chemistry Arylnaphthalene lignan lactones belong to a class of natural lignans, and more than 60 analogs have been isolated. Their pharmacological activities as well as unique structural features have attracted considerable attention from medicinal and synthetic chemists. Since the first synthesis in 1895, many synthetic methodologies with ionic or pericyclic reaction mechanisms have been reported. Transition metal catalysts sometimes provide exceptional synthetic versatility for the syntheses of natural compounds. Recently, transition metal-mediated methodologies were investigated for the construction of basic scaffolds of arylnaphthalene lignan lactones. Five kinds of transition metal catalysts containing gold, manganese, nickel, palladium, and silver have been explored. Most of the metal catalysts successfully created arylnaphthalene lactones by intermolecular or intramolecular annulative cyclization. In this review, all reports of transition metal-mediated annulative construction of arylnaphthalene lignan lactones were compiled, and synthetic approaches, mechanistic aspects, and successful applications were discussed. Frontiers Media S.A. 2020-08-06 /pmc/articles/PMC7424055/ /pubmed/32850648 http://dx.doi.org/10.3389/fchem.2020.00628 Text en Copyright © 2020 Park, Kim, Kim and Shin. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Park, Sooyoung
Kim, Jin-Hee
Kim, Seok-Ho
Shin, Dongyun
Transition Metal-Mediated Annulation Approaches for Synthesis of Arylnaphthalene Lignan Lactones
title Transition Metal-Mediated Annulation Approaches for Synthesis of Arylnaphthalene Lignan Lactones
title_full Transition Metal-Mediated Annulation Approaches for Synthesis of Arylnaphthalene Lignan Lactones
title_fullStr Transition Metal-Mediated Annulation Approaches for Synthesis of Arylnaphthalene Lignan Lactones
title_full_unstemmed Transition Metal-Mediated Annulation Approaches for Synthesis of Arylnaphthalene Lignan Lactones
title_short Transition Metal-Mediated Annulation Approaches for Synthesis of Arylnaphthalene Lignan Lactones
title_sort transition metal-mediated annulation approaches for synthesis of arylnaphthalene lignan lactones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7424055/
https://www.ncbi.nlm.nih.gov/pubmed/32850648
http://dx.doi.org/10.3389/fchem.2020.00628
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