Synthesis of Bicyclic Guanidines via Cascade Hydroamination/Michael Additions of Mono-N-acryloylpropargylguanidines

[Image: see text] A cascade silver(I)-catalyzed hydroamination/Michael addition sequence has been developed to deliver highly substituted bicyclic guanidines. This transformation gives rise to geometrically and constitutionally stable ene–guanidines and generates a remote stereocenter with moderate...

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Autores principales: Kwon, Ki-Hyeok, Serrano, Catherine M., Koch, Michael, Barrows, Louis R., Looper, Ryan E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4260634/
https://www.ncbi.nlm.nih.gov/pubmed/25393831
http://dx.doi.org/10.1021/ol502691w
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author Kwon, Ki-Hyeok
Serrano, Catherine M.
Koch, Michael
Barrows, Louis R.
Looper, Ryan E.
author_facet Kwon, Ki-Hyeok
Serrano, Catherine M.
Koch, Michael
Barrows, Louis R.
Looper, Ryan E.
author_sort Kwon, Ki-Hyeok
collection PubMed
description [Image: see text] A cascade silver(I)-catalyzed hydroamination/Michael addition sequence has been developed to deliver highly substituted bicyclic guanidines. This transformation gives rise to geometrically and constitutionally stable ene–guanidines and generates a remote stereocenter with moderate to high diastereoselectivity.
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spelling pubmed-42606342015-11-13 Synthesis of Bicyclic Guanidines via Cascade Hydroamination/Michael Additions of Mono-N-acryloylpropargylguanidines Kwon, Ki-Hyeok Serrano, Catherine M. Koch, Michael Barrows, Louis R. Looper, Ryan E. Org Lett [Image: see text] A cascade silver(I)-catalyzed hydroamination/Michael addition sequence has been developed to deliver highly substituted bicyclic guanidines. This transformation gives rise to geometrically and constitutionally stable ene–guanidines and generates a remote stereocenter with moderate to high diastereoselectivity. American Chemical Society 2014-11-13 2014-12-05 /pmc/articles/PMC4260634/ /pubmed/25393831 http://dx.doi.org/10.1021/ol502691w Text en Copyright © 2014 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 Kwon, Ki-Hyeok
Serrano, Catherine M.
Koch, Michael
Barrows, Louis R.
Looper, Ryan E.
Synthesis of Bicyclic Guanidines via Cascade Hydroamination/Michael Additions of Mono-N-acryloylpropargylguanidines
title Synthesis of Bicyclic Guanidines via Cascade Hydroamination/Michael Additions of Mono-N-acryloylpropargylguanidines
title_full Synthesis of Bicyclic Guanidines via Cascade Hydroamination/Michael Additions of Mono-N-acryloylpropargylguanidines
title_fullStr Synthesis of Bicyclic Guanidines via Cascade Hydroamination/Michael Additions of Mono-N-acryloylpropargylguanidines
title_full_unstemmed Synthesis of Bicyclic Guanidines via Cascade Hydroamination/Michael Additions of Mono-N-acryloylpropargylguanidines
title_short Synthesis of Bicyclic Guanidines via Cascade Hydroamination/Michael Additions of Mono-N-acryloylpropargylguanidines
title_sort synthesis of bicyclic guanidines via cascade hydroamination/michael additions of mono-n-acryloylpropargylguanidines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4260634/
https://www.ncbi.nlm.nih.gov/pubmed/25393831
http://dx.doi.org/10.1021/ol502691w
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