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Towards the total synthesis of keramaphidin B

The enantio- and diastereoselective Michael addition of a δ-valerolactone-derived pronucleophile to a substituted furanyl nitroolefin catalysed by a bifunctional cinchonine-derived thiourea has been used as the key stereocontrolling step in a new synthetic strategy to the heavily functionalised pipe...

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Detalles Bibliográficos
Autores principales: Jakubec, Pavol, Farley, Alistair J M, Dixon, Darren J
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4901993/
https://www.ncbi.nlm.nih.gov/pubmed/27340496
http://dx.doi.org/10.3762/bjoc.12.104
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author Jakubec, Pavol
Farley, Alistair J M
Dixon, Darren J
author_facet Jakubec, Pavol
Farley, Alistair J M
Dixon, Darren J
author_sort Jakubec, Pavol
collection PubMed
description The enantio- and diastereoselective Michael addition of a δ-valerolactone-derived pronucleophile to a substituted furanyl nitroolefin catalysed by a bifunctional cinchonine-derived thiourea has been used as the key stereocontrolling step in a new synthetic strategy to the heavily functionalised piperidine core of keramaphidin B.
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spelling pubmed-49019932016-06-23 Towards the total synthesis of keramaphidin B Jakubec, Pavol Farley, Alistair J M Dixon, Darren J Beilstein J Org Chem Letter The enantio- and diastereoselective Michael addition of a δ-valerolactone-derived pronucleophile to a substituted furanyl nitroolefin catalysed by a bifunctional cinchonine-derived thiourea has been used as the key stereocontrolling step in a new synthetic strategy to the heavily functionalised piperidine core of keramaphidin B. Beilstein-Institut 2016-05-30 /pmc/articles/PMC4901993/ /pubmed/27340496 http://dx.doi.org/10.3762/bjoc.12.104 Text en Copyright © 2016, Jakubec 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 Letter
Jakubec, Pavol
Farley, Alistair J M
Dixon, Darren J
Towards the total synthesis of keramaphidin B
title Towards the total synthesis of keramaphidin B
title_full Towards the total synthesis of keramaphidin B
title_fullStr Towards the total synthesis of keramaphidin B
title_full_unstemmed Towards the total synthesis of keramaphidin B
title_short Towards the total synthesis of keramaphidin B
title_sort towards the total synthesis of keramaphidin b
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4901993/
https://www.ncbi.nlm.nih.gov/pubmed/27340496
http://dx.doi.org/10.3762/bjoc.12.104
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