Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One‐Pot Synthesis of the 1,3‐Diamino‐2‐ol‐Scaffold Containing Three Continuous Stereocenters

A highly diastereoselective one‐pot synthesis of the 1,3‐diamino‐2‐alcohol unit bearing three continuous stereocenters is described. This method utilizes 2‐oxyenamides as a novel type of building block for the rapid assembly of the 1,3‐diamine scaffold containing an additional stereogenic oxygen fun...

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Autores principales: Krieg, Sara‐Cathrin, Grimmer, Jennifer, Kramer, Philipp, Bolte, Michael, Kelm, Harald, Manolikakes, Georg
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8597051/
https://www.ncbi.nlm.nih.gov/pubmed/34463410
http://dx.doi.org/10.1002/anie.202109752
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author Krieg, Sara‐Cathrin
Grimmer, Jennifer
Kramer, Philipp
Bolte, Michael
Kelm, Harald
Manolikakes, Georg
author_facet Krieg, Sara‐Cathrin
Grimmer, Jennifer
Kramer, Philipp
Bolte, Michael
Kelm, Harald
Manolikakes, Georg
author_sort Krieg, Sara‐Cathrin
collection PubMed
description A highly diastereoselective one‐pot synthesis of the 1,3‐diamino‐2‐alcohol unit bearing three continuous stereocenters is described. This method utilizes 2‐oxyenamides as a novel type of building block for the rapid assembly of the 1,3‐diamine scaffold containing an additional stereogenic oxygen functionality at the C2 position. A stereoselective preparation of the required (Z)‐oxyenamides is reported as well.
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spelling pubmed-85970512021-11-22 Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One‐Pot Synthesis of the 1,3‐Diamino‐2‐ol‐Scaffold Containing Three Continuous Stereocenters Krieg, Sara‐Cathrin Grimmer, Jennifer Kramer, Philipp Bolte, Michael Kelm, Harald Manolikakes, Georg Angew Chem Int Ed Engl Communications A highly diastereoselective one‐pot synthesis of the 1,3‐diamino‐2‐alcohol unit bearing three continuous stereocenters is described. This method utilizes 2‐oxyenamides as a novel type of building block for the rapid assembly of the 1,3‐diamine scaffold containing an additional stereogenic oxygen functionality at the C2 position. A stereoselective preparation of the required (Z)‐oxyenamides is reported as well. John Wiley and Sons Inc. 2021-09-28 2021-10-25 /pmc/articles/PMC8597051/ /pubmed/34463410 http://dx.doi.org/10.1002/anie.202109752 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Krieg, Sara‐Cathrin
Grimmer, Jennifer
Kramer, Philipp
Bolte, Michael
Kelm, Harald
Manolikakes, Georg
Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One‐Pot Synthesis of the 1,3‐Diamino‐2‐ol‐Scaffold Containing Three Continuous Stereocenters
title Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One‐Pot Synthesis of the 1,3‐Diamino‐2‐ol‐Scaffold Containing Three Continuous Stereocenters
title_full Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One‐Pot Synthesis of the 1,3‐Diamino‐2‐ol‐Scaffold Containing Three Continuous Stereocenters
title_fullStr Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One‐Pot Synthesis of the 1,3‐Diamino‐2‐ol‐Scaffold Containing Three Continuous Stereocenters
title_full_unstemmed Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One‐Pot Synthesis of the 1,3‐Diamino‐2‐ol‐Scaffold Containing Three Continuous Stereocenters
title_short Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One‐Pot Synthesis of the 1,3‐Diamino‐2‐ol‐Scaffold Containing Three Continuous Stereocenters
title_sort oxyenamides as versatile building blocks for a highly stereoselective one‐pot synthesis of the 1,3‐diamino‐2‐ol‐scaffold containing three continuous stereocenters
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8597051/
https://www.ncbi.nlm.nih.gov/pubmed/34463410
http://dx.doi.org/10.1002/anie.202109752
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