Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin

A fast, protecting-group-free synthesis of dihydropyridinones has been developed. Starting from commercially available aldehydes, a novel one-pot amidoallylation gave access to diene compounds in good yields. Ring-closing metathesis conditions were then employed to produce the target dihydropyridino...

Descripción completa

Detalles Bibliográficos
Autores principales: Cogswell, Thomas J, Donald, Craig S, Marquez, Rodolfo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7006497/
https://www.ncbi.nlm.nih.gov/pubmed/32082432
http://dx.doi.org/10.3762/bjoc.16.15
_version_ 1783495156407730176
author Cogswell, Thomas J
Donald, Craig S
Marquez, Rodolfo
author_facet Cogswell, Thomas J
Donald, Craig S
Marquez, Rodolfo
author_sort Cogswell, Thomas J
collection PubMed
description A fast, protecting-group-free synthesis of dihydropyridinones has been developed. Starting from commercially available aldehydes, a novel one-pot amidoallylation gave access to diene compounds in good yields. Ring-closing metathesis conditions were then employed to produce the target dihydropyridinones efficiently and in high yields.
format Online
Article
Text
id pubmed-7006497
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-70064972020-02-20 Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin Cogswell, Thomas J Donald, Craig S Marquez, Rodolfo Beilstein J Org Chem Full Research Paper A fast, protecting-group-free synthesis of dihydropyridinones has been developed. Starting from commercially available aldehydes, a novel one-pot amidoallylation gave access to diene compounds in good yields. Ring-closing metathesis conditions were then employed to produce the target dihydropyridinones efficiently and in high yields. Beilstein-Institut 2020-01-28 /pmc/articles/PMC7006497/ /pubmed/32082432 http://dx.doi.org/10.3762/bjoc.16.15 Text en Copyright © 2020, Cogswell et al. https://creativecommons.org/licenses/by/4.0https://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/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. 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
Cogswell, Thomas J
Donald, Craig S
Marquez, Rodolfo
Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin
title Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin
title_full Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin
title_fullStr Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin
title_full_unstemmed Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin
title_short Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin
title_sort rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7006497/
https://www.ncbi.nlm.nih.gov/pubmed/32082432
http://dx.doi.org/10.3762/bjoc.16.15
work_keys_str_mv AT cogswellthomasj rapidtwopotprocedureforthesynthesisofdihydropyridinonestotalsynthesisofazagoniothalamin
AT donaldcraigs rapidtwopotprocedureforthesynthesisofdihydropyridinonestotalsynthesisofazagoniothalamin
AT marquezrodolfo rapidtwopotprocedureforthesynthesisofdihydropyridinonestotalsynthesisofazagoniothalamin

Ejemplares similares