Cargando…

Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones

[Image: see text] A novel class of chiral 5,5′-di(2,4,6-trialkyl)aryl salen-metal complexes have been developed and shown to catalyze highly enantioselective Nazarov cyclization reactions, giving rise to cyclopentenoids in 90:10–98:2 er. Significantly, the catalysts also promote, for the first time,...

Descripción completa

Detalles Bibliográficos
Autores principales: Hutson, Gerri E., Türkmen, Yunus E., Rawal, Viresh H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2013
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3964813/
https://www.ncbi.nlm.nih.gov/pubmed/23506509
http://dx.doi.org/10.1021/ja401908m
_version_ 1782479242884284416
author Hutson, Gerri E.
Türkmen, Yunus E.
Rawal, Viresh H.
author_facet Hutson, Gerri E.
Türkmen, Yunus E.
Rawal, Viresh H.
author_sort Hutson, Gerri E.
collection PubMed
description [Image: see text] A novel class of chiral 5,5′-di(2,4,6-trialkyl)aryl salen-metal complexes have been developed and shown to catalyze highly enantioselective Nazarov cyclization reactions, giving rise to cyclopentenoids in 90:10–98:2 er. Significantly, the catalysts also promote, for the first time, highly enantioselective Nazarov reactions of “unactivated” dienones, producing hydrindenone products having in place three contiguous chiral centers.
format Online
Article
Text
id pubmed-3964813
institution National Center for Biotechnology Information
language English
publishDate 2013
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-39648132014-04-03 Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones Hutson, Gerri E. Türkmen, Yunus E. Rawal, Viresh H. J Am Chem Soc [Image: see text] A novel class of chiral 5,5′-di(2,4,6-trialkyl)aryl salen-metal complexes have been developed and shown to catalyze highly enantioselective Nazarov cyclization reactions, giving rise to cyclopentenoids in 90:10–98:2 er. Significantly, the catalysts also promote, for the first time, highly enantioselective Nazarov reactions of “unactivated” dienones, producing hydrindenone products having in place three contiguous chiral centers. American Chemical Society 2013-03-18 2013-04-03 /pmc/articles/PMC3964813/ /pubmed/23506509 http://dx.doi.org/10.1021/ja401908m Text en Copyright © 2013 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Hutson, Gerri E.
Türkmen, Yunus E.
Rawal, Viresh H.
Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones
title Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones
title_full Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones
title_fullStr Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones
title_full_unstemmed Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones
title_short Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones
title_sort salen promoted enantioselective nazarov cyclizations of activated and unactivated dienones
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3964813/
https://www.ncbi.nlm.nih.gov/pubmed/23506509
http://dx.doi.org/10.1021/ja401908m
work_keys_str_mv AT hutsongerrie salenpromotedenantioselectivenazarovcyclizationsofactivatedandunactivateddienones
AT turkmenyunuse salenpromotedenantioselectivenazarovcyclizationsofactivatedandunactivateddienones
AT rawalvireshh salenpromotedenantioselectivenazarovcyclizationsofactivatedandunactivateddienones