Cargando…

A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case

[Image: see text] An asymmetric synthesis of an advanced tetracyclic intermediate toward the synthesis of bielschowskysin (1) is described. A biomimetic [2 + 2]-photocyclization was used to establish the cyclobutane core of bielschowskysin. Macrocyclization under Heck conditions led to an unpreceden...

Descripción completa

Detalles Bibliográficos
Autores principales: Himmelbauer, Martin, Farcet, Jean-Baptiste, Gagnepain, Julien, Mulzer, Johann
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2013
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3691719/
https://www.ncbi.nlm.nih.gov/pubmed/23724910
http://dx.doi.org/10.1021/ol401285d
_version_ 1782274515195133952
author Himmelbauer, Martin
Farcet, Jean-Baptiste
Gagnepain, Julien
Mulzer, Johann
author_facet Himmelbauer, Martin
Farcet, Jean-Baptiste
Gagnepain, Julien
Mulzer, Johann
author_sort Himmelbauer, Martin
collection PubMed
description [Image: see text] An asymmetric synthesis of an advanced tetracyclic intermediate toward the synthesis of bielschowskysin (1) is described. A biomimetic [2 + 2]-photocyclization was used to establish the cyclobutane core of bielschowskysin. Macrocyclization under Heck conditions led to an unprecedented carbo-oxygenation of a 1,1-disubstituted double bond.
format Online
Article
Text
id pubmed-3691719
institution National Center for Biotechnology Information
language English
publishDate 2013
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-36917192013-06-26 A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case Himmelbauer, Martin Farcet, Jean-Baptiste Gagnepain, Julien Mulzer, Johann Org Lett [Image: see text] An asymmetric synthesis of an advanced tetracyclic intermediate toward the synthesis of bielschowskysin (1) is described. A biomimetic [2 + 2]-photocyclization was used to establish the cyclobutane core of bielschowskysin. Macrocyclization under Heck conditions led to an unprecedented carbo-oxygenation of a 1,1-disubstituted double bond. American Chemical Society 2013-05-31 2013-06-21 /pmc/articles/PMC3691719/ /pubmed/23724910 http://dx.doi.org/10.1021/ol401285d Text en Copyright © 2013 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Himmelbauer, Martin
Farcet, Jean-Baptiste
Gagnepain, Julien
Mulzer, Johann
A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case
title A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case
title_full A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case
title_fullStr A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case
title_full_unstemmed A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case
title_short A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case
title_sort palladium-catalyzed carbo-oxygenation: the bielschowskysin case
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3691719/
https://www.ncbi.nlm.nih.gov/pubmed/23724910
http://dx.doi.org/10.1021/ol401285d
work_keys_str_mv AT himmelbauermartin apalladiumcatalyzedcarbooxygenationthebielschowskysincase
AT farcetjeanbaptiste apalladiumcatalyzedcarbooxygenationthebielschowskysincase
AT gagnepainjulien apalladiumcatalyzedcarbooxygenationthebielschowskysincase
AT mulzerjohann apalladiumcatalyzedcarbooxygenationthebielschowskysincase
AT himmelbauermartin palladiumcatalyzedcarbooxygenationthebielschowskysincase
AT farcetjeanbaptiste palladiumcatalyzedcarbooxygenationthebielschowskysincase
AT gagnepainjulien palladiumcatalyzedcarbooxygenationthebielschowskysincase
AT mulzerjohann palladiumcatalyzedcarbooxygenationthebielschowskysincase