Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols

[Image: see text] A sequence of oxidative cleavage/double nitroaldol condensation followed by a few simple synthetic transformations can lead to polyhydroxylated di- and triaminocyclohexanes from a readily available bicyclic hydrazine. This new synthetic route provides a simple and general access to...

Descripción completa

Detalles Bibliográficos
Autores principales: Blond, Aurélie, Turcaud, Serge, Lecourt, Thomas, Micouin, Laurent
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6643457/
https://www.ncbi.nlm.nih.gov/pubmed/31458191
http://dx.doi.org/10.1021/acsomega.8b02910
_version_ 1783437126330744832
author Blond, Aurélie
Turcaud, Serge
Lecourt, Thomas
Micouin, Laurent
author_facet Blond, Aurélie
Turcaud, Serge
Lecourt, Thomas
Micouin, Laurent
author_sort Blond, Aurélie
collection PubMed
description [Image: see text] A sequence of oxidative cleavage/double nitroaldol condensation followed by a few simple synthetic transformations can lead to polyhydroxylated di- and triaminocyclohexanes from a readily available bicyclic hydrazine. This new synthetic route provides a simple and general access to densely substituted privileged scaffolds or fragments with a perfect control of their relative configuration.
format Online
Article
Text
id pubmed-6643457
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-66434572019-08-27 Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols Blond, Aurélie Turcaud, Serge Lecourt, Thomas Micouin, Laurent ACS Omega [Image: see text] A sequence of oxidative cleavage/double nitroaldol condensation followed by a few simple synthetic transformations can lead to polyhydroxylated di- and triaminocyclohexanes from a readily available bicyclic hydrazine. This new synthetic route provides a simple and general access to densely substituted privileged scaffolds or fragments with a perfect control of their relative configuration. American Chemical Society 2018-11-12 /pmc/articles/PMC6643457/ /pubmed/31458191 http://dx.doi.org/10.1021/acsomega.8b02910 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 Blond, Aurélie
Turcaud, Serge
Lecourt, Thomas
Micouin, Laurent
Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols
title Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols
title_full Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols
title_fullStr Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols
title_full_unstemmed Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols
title_short Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols
title_sort diastereoselective ring homologation of bicyclic hydrazines: access to cis-1,3-diaminocyclohexitols
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6643457/
https://www.ncbi.nlm.nih.gov/pubmed/31458191
http://dx.doi.org/10.1021/acsomega.8b02910
work_keys_str_mv AT blondaurelie diastereoselectiveringhomologationofbicyclichydrazinesaccesstocis13diaminocyclohexitols
AT turcaudserge diastereoselectiveringhomologationofbicyclichydrazinesaccesstocis13diaminocyclohexitols
AT lecourtthomas diastereoselectiveringhomologationofbicyclichydrazinesaccesstocis13diaminocyclohexitols
AT micouinlaurent diastereoselectiveringhomologationofbicyclichydrazinesaccesstocis13diaminocyclohexitols

Ejemplares similares