Cargando…

Enantioselective total synthesis of (R)-(−)-complanine

A route is described for the enantioselective synthesis of (R)-(−)-complanine, a marine natural product isolated from Eurythoe complanata, and known to be a causative agent in inflammation. An organocatalytic, asymmetric oxyamination of a homoconjugated all-Z-dienal intermediate provides versatile a...

Descripción completa

Detalles Bibliográficos
Autores principales: Kamanos, Krystal A D, Withey, Jonathan M
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3511001/
https://www.ncbi.nlm.nih.gov/pubmed/23209501
http://dx.doi.org/10.3762/bjoc.8.192
_version_ 1782251531651776512
author Kamanos, Krystal A D
Withey, Jonathan M
author_facet Kamanos, Krystal A D
Withey, Jonathan M
author_sort Kamanos, Krystal A D
collection PubMed
description A route is described for the enantioselective synthesis of (R)-(−)-complanine, a marine natural product isolated from Eurythoe complanata, and known to be a causative agent in inflammation. An organocatalytic, asymmetric oxyamination of a homoconjugated all-Z-dienal intermediate provides versatile and efficient access to the natural product.
format Online
Article
Text
id pubmed-3511001
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-35110012012-12-03 Enantioselective total synthesis of (R)-(−)-complanine Kamanos, Krystal A D Withey, Jonathan M Beilstein J Org Chem Full Research Paper A route is described for the enantioselective synthesis of (R)-(−)-complanine, a marine natural product isolated from Eurythoe complanata, and known to be a causative agent in inflammation. An organocatalytic, asymmetric oxyamination of a homoconjugated all-Z-dienal intermediate provides versatile and efficient access to the natural product. Beilstein-Institut 2012-10-04 /pmc/articles/PMC3511001/ /pubmed/23209501 http://dx.doi.org/10.3762/bjoc.8.192 Text en Copyright © 2012, Kamanos and Withey 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
Kamanos, Krystal A D
Withey, Jonathan M
Enantioselective total synthesis of (R)-(−)-complanine
title Enantioselective total synthesis of (R)-(−)-complanine
title_full Enantioselective total synthesis of (R)-(−)-complanine
title_fullStr Enantioselective total synthesis of (R)-(−)-complanine
title_full_unstemmed Enantioselective total synthesis of (R)-(−)-complanine
title_short Enantioselective total synthesis of (R)-(−)-complanine
title_sort enantioselective total synthesis of (r)-(−)-complanine
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3511001/
https://www.ncbi.nlm.nih.gov/pubmed/23209501
http://dx.doi.org/10.3762/bjoc.8.192
work_keys_str_mv AT kamanoskrystalad enantioselectivetotalsynthesisofrcomplanine
AT witheyjonathanm enantioselectivetotalsynthesisofrcomplanine