Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines

[Image: see text] A highly diastereoselective Ru-catalyzed oxidation/reduction sequence of bicyclic methyleneaziridines provides a facile route to complex 1-amino-2,3-diol motifs. The relative anti stereochemistry between the amine and the vicinal alcohol are proposed to result from 1,3-bischelation...

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Autores principales: Rigoli, Jared W., Guzei, Ilia A., Schomaker, Jennifer M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993784/
https://www.ncbi.nlm.nih.gov/pubmed/24617556
http://dx.doi.org/10.1021/ol5003576
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author Rigoli, Jared W.
Guzei, Ilia A.
Schomaker, Jennifer M.
author_facet Rigoli, Jared W.
Guzei, Ilia A.
Schomaker, Jennifer M.
author_sort Rigoli, Jared W.
collection PubMed
description [Image: see text] A highly diastereoselective Ru-catalyzed oxidation/reduction sequence of bicyclic methyleneaziridines provides a facile route to complex 1-amino-2,3-diol motifs. The relative anti stereochemistry between the amine and the vicinal alcohol are proposed to result from 1,3-bischelation in the transition state by the C1 and C3 heteroatoms.
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spelling pubmed-39937842015-03-11 Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines Rigoli, Jared W. Guzei, Ilia A. Schomaker, Jennifer M. Org Lett [Image: see text] A highly diastereoselective Ru-catalyzed oxidation/reduction sequence of bicyclic methyleneaziridines provides a facile route to complex 1-amino-2,3-diol motifs. The relative anti stereochemistry between the amine and the vicinal alcohol are proposed to result from 1,3-bischelation in the transition state by the C1 and C3 heteroatoms. American Chemical Society 2014-03-11 2014-03-21 /pmc/articles/PMC3993784/ /pubmed/24617556 http://dx.doi.org/10.1021/ol5003576 Text en Copyright © 2014 American Chemical Society
spellingShingle Rigoli, Jared W.
Guzei, Ilia A.
Schomaker, Jennifer M.
Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines
title Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines
title_full Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines
title_fullStr Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines
title_full_unstemmed Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines
title_short Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines
title_sort aminodiols via stereocontrolled oxidation of methyleneaziridines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993784/
https://www.ncbi.nlm.nih.gov/pubmed/24617556
http://dx.doi.org/10.1021/ol5003576
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