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Novel stereocontrolled syntheses of tashiromine and epitashiromine

A novel stereocontrolled approach has been developed for the syntheses of tashiromine and epitashiromine alkaloids from cyclooctene β-amino acids. The synthetic concept is based on the azetidinone opening of a bicyclic β-lactam, followed by oxidative ring opening through ring C–C double bond and red...

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Autores principales: Kiss, Loránd, Forró, Enikő, Fülöp, Ferenc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4464356/
https://www.ncbi.nlm.nih.gov/pubmed/26124861
http://dx.doi.org/10.3762/bjoc.11.66
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author Kiss, Loránd
Forró, Enikő
Fülöp, Ferenc
author_facet Kiss, Loránd
Forró, Enikő
Fülöp, Ferenc
author_sort Kiss, Loránd
collection PubMed
description A novel stereocontrolled approach has been developed for the syntheses of tashiromine and epitashiromine alkaloids from cyclooctene β-amino acids. The synthetic concept is based on the azetidinone opening of a bicyclic β-lactam, followed by oxidative ring opening through ring C–C double bond and reductive ring-closure reactions of the cis- or trans-cyclooctene β-amino acids.
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spelling pubmed-44643562015-06-29 Novel stereocontrolled syntheses of tashiromine and epitashiromine Kiss, Loránd Forró, Enikő Fülöp, Ferenc Beilstein J Org Chem Full Research Paper A novel stereocontrolled approach has been developed for the syntheses of tashiromine and epitashiromine alkaloids from cyclooctene β-amino acids. The synthetic concept is based on the azetidinone opening of a bicyclic β-lactam, followed by oxidative ring opening through ring C–C double bond and reductive ring-closure reactions of the cis- or trans-cyclooctene β-amino acids. Beilstein-Institut 2015-04-30 /pmc/articles/PMC4464356/ /pubmed/26124861 http://dx.doi.org/10.3762/bjoc.11.66 Text en Copyright © 2015, Kiss et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Kiss, Loránd
Forró, Enikő
Fülöp, Ferenc
Novel stereocontrolled syntheses of tashiromine and epitashiromine
title Novel stereocontrolled syntheses of tashiromine and epitashiromine
title_full Novel stereocontrolled syntheses of tashiromine and epitashiromine
title_fullStr Novel stereocontrolled syntheses of tashiromine and epitashiromine
title_full_unstemmed Novel stereocontrolled syntheses of tashiromine and epitashiromine
title_short Novel stereocontrolled syntheses of tashiromine and epitashiromine
title_sort novel stereocontrolled syntheses of tashiromine and epitashiromine
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4464356/
https://www.ncbi.nlm.nih.gov/pubmed/26124861
http://dx.doi.org/10.3762/bjoc.11.66
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