On the proposed structures and stereocontrolled synthesis of the cephalosporolides

The synthesis of four candidate stereoisomers of cephalosporolide H is described, made possible by a zinc-chelation strategy for controlling the stereochemistry of oxygenated 5,5-spiroketals. The same strategy likewise enables the first stereocontrolled synthesis of cephalosporolide E, which is typi...

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Detalles Bibliográficos
Autores principales: Tlais, Sami F, Dudley, Gregory B
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458751/
https://www.ncbi.nlm.nih.gov/pubmed/23019461
http://dx.doi.org/10.3762/bjoc.8.146
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author Tlais, Sami F
Dudley, Gregory B
author_facet Tlais, Sami F
Dudley, Gregory B
author_sort Tlais, Sami F
collection PubMed
description The synthesis of four candidate stereoisomers of cephalosporolide H is described, made possible by a zinc-chelation strategy for controlling the stereochemistry of oxygenated 5,5-spiroketals. The same strategy likewise enables the first stereocontrolled synthesis of cephalosporolide E, which is typically isolated and prepared admixed with its spiroketal epimer, cephalosporolide F.
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spelling pubmed-34587512012-09-27 On the proposed structures and stereocontrolled synthesis of the cephalosporolides Tlais, Sami F Dudley, Gregory B Beilstein J Org Chem Full Research Paper The synthesis of four candidate stereoisomers of cephalosporolide H is described, made possible by a zinc-chelation strategy for controlling the stereochemistry of oxygenated 5,5-spiroketals. The same strategy likewise enables the first stereocontrolled synthesis of cephalosporolide E, which is typically isolated and prepared admixed with its spiroketal epimer, cephalosporolide F. Beilstein-Institut 2012-08-14 /pmc/articles/PMC3458751/ /pubmed/23019461 http://dx.doi.org/10.3762/bjoc.8.146 Text en Copyright © 2012, Tlais and Dudley 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
Tlais, Sami F
Dudley, Gregory B
On the proposed structures and stereocontrolled synthesis of the cephalosporolides
title On the proposed structures and stereocontrolled synthesis of the cephalosporolides
title_full On the proposed structures and stereocontrolled synthesis of the cephalosporolides
title_fullStr On the proposed structures and stereocontrolled synthesis of the cephalosporolides
title_full_unstemmed On the proposed structures and stereocontrolled synthesis of the cephalosporolides
title_short On the proposed structures and stereocontrolled synthesis of the cephalosporolides
title_sort on the proposed structures and stereocontrolled synthesis of the cephalosporolides
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458751/
https://www.ncbi.nlm.nih.gov/pubmed/23019461
http://dx.doi.org/10.3762/bjoc.8.146
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