Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes

[Image: see text] A series of enantiopure (R)-adamantyl 1,1′-binaphthalene-2,2′-diols were successfully synthesized in a straightforward one-step reaction from commercial products with excellent overall yields. The activity of chiral titanium catalyst derived from (R)-3,6,6′-tri(adamantan-1-yl)-[1,1...

Descripción completa

Detalles Bibliográficos
Autores principales: Navarro, Rodrigo, Monterde, Cristina, Iglesias, Marta, Sánchez, Félix
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641534/
https://www.ncbi.nlm.nih.gov/pubmed/31457961
http://dx.doi.org/10.1021/acsomega.7b02013
_version_ 1783436803916693504
author Navarro, Rodrigo
Monterde, Cristina
Iglesias, Marta
Sánchez, Félix
author_facet Navarro, Rodrigo
Monterde, Cristina
Iglesias, Marta
Sánchez, Félix
author_sort Navarro, Rodrigo
collection PubMed
description [Image: see text] A series of enantiopure (R)-adamantyl 1,1′-binaphthalene-2,2′-diols were successfully synthesized in a straightforward one-step reaction from commercial products with excellent overall yields. The activity of chiral titanium catalyst derived from (R)-3,6,6′-tri(adamantan-1-yl)-[1,1′-binaphthalene]-2,2′-diol ligand, (R)-(2)-Ti, in the enantioselective asymmetric alkylation of aldehydes is significantly enhanced (up to 98% yield and 99% ee).
format Online
Article
Text
id pubmed-6641534
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-66415342019-08-27 Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes Navarro, Rodrigo Monterde, Cristina Iglesias, Marta Sánchez, Félix ACS Omega [Image: see text] A series of enantiopure (R)-adamantyl 1,1′-binaphthalene-2,2′-diols were successfully synthesized in a straightforward one-step reaction from commercial products with excellent overall yields. The activity of chiral titanium catalyst derived from (R)-3,6,6′-tri(adamantan-1-yl)-[1,1′-binaphthalene]-2,2′-diol ligand, (R)-(2)-Ti, in the enantioselective asymmetric alkylation of aldehydes is significantly enhanced (up to 98% yield and 99% ee). American Chemical Society 2018-01-30 /pmc/articles/PMC6641534/ /pubmed/31457961 http://dx.doi.org/10.1021/acsomega.7b02013 Text en Copyright © 2018 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 Navarro, Rodrigo
Monterde, Cristina
Iglesias, Marta
Sánchez, Félix
Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes
title Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes
title_full Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes
title_fullStr Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes
title_full_unstemmed Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes
title_short Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes
title_sort readily available highly active [ti]-adamantyl-binol catalysts for the enantioselective alkylation of aldehydes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641534/
https://www.ncbi.nlm.nih.gov/pubmed/31457961
http://dx.doi.org/10.1021/acsomega.7b02013
work_keys_str_mv AT navarrorodrigo readilyavailablehighlyactivetiadamantylbinolcatalystsfortheenantioselectivealkylationofaldehydes
AT monterdecristina readilyavailablehighlyactivetiadamantylbinolcatalystsfortheenantioselectivealkylationofaldehydes
AT iglesiasmarta readilyavailablehighlyactivetiadamantylbinolcatalystsfortheenantioselectivealkylationofaldehydes
AT sanchezfelix readilyavailablehighlyactivetiadamantylbinolcatalystsfortheenantioselectivealkylationofaldehydes

Ejemplares similares