Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach

A unified strategy was followed for the synthesis of three putrescine bisamides, (+)-grandiamide D, dasyclamide and gigantamide A, isolated from leaves of Aglaia gigantea, by making use of a common synthetic intermediate prepared by the Baylis–Hillman reaction. Asymmetric synthesis of the natural (+...

Descripción completa

Detalles Bibliográficos
Autores principales: Ilangovan, Andivelu, Saravanakumar, Shanmugasundar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3896245/
https://www.ncbi.nlm.nih.gov/pubmed/24454565
http://dx.doi.org/10.3762/bjoc.10.9
_version_ 1782300049768710144
author Ilangovan, Andivelu
Saravanakumar, Shanmugasundar
author_facet Ilangovan, Andivelu
Saravanakumar, Shanmugasundar
author_sort Ilangovan, Andivelu
collection PubMed
description A unified strategy was followed for the synthesis of three putrescine bisamides, (+)-grandiamide D, dasyclamide and gigantamide A, isolated from leaves of Aglaia gigantea, by making use of a common synthetic intermediate prepared by the Baylis–Hillman reaction. Asymmetric synthesis of the natural (+)-grandiamide D was accomplished from camphor sultam.
format Online
Article
Text
id pubmed-3896245
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-38962452014-01-21 Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach Ilangovan, Andivelu Saravanakumar, Shanmugasundar Beilstein J Org Chem Full Research Paper A unified strategy was followed for the synthesis of three putrescine bisamides, (+)-grandiamide D, dasyclamide and gigantamide A, isolated from leaves of Aglaia gigantea, by making use of a common synthetic intermediate prepared by the Baylis–Hillman reaction. Asymmetric synthesis of the natural (+)-grandiamide D was accomplished from camphor sultam. Beilstein-Institut 2014-01-10 /pmc/articles/PMC3896245/ /pubmed/24454565 http://dx.doi.org/10.3762/bjoc.10.9 Text en Copyright © 2014, Ilangovan and Saravanakumar 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
Ilangovan, Andivelu
Saravanakumar, Shanmugasundar
Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach
title Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach
title_full Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach
title_fullStr Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach
title_full_unstemmed Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach
title_short Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach
title_sort total synthesis of (+)-grandiamide d, dasyclamide and gigantamide a from a baylis–hillman adduct: a unified biomimetic approach
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3896245/
https://www.ncbi.nlm.nih.gov/pubmed/24454565
http://dx.doi.org/10.3762/bjoc.10.9
work_keys_str_mv AT ilangovanandivelu totalsynthesisofgrandiamideddasyclamideandgigantamideafromabaylishillmanadductaunifiedbiomimeticapproach
AT saravanakumarshanmugasundar totalsynthesisofgrandiamideddasyclamideandgigantamideafromabaylishillmanadductaunifiedbiomimeticapproach

Ejemplares similares