Enantio‐ and Diastereoselective Synthesis of Homopropargyl Amines by Copper‐Catalyzed Coupling of Imines, 1,3‐Enynes, and Diborons

An efficient, enantio‐ and diastereoselective, copper‐catalyzed coupling of imines, 1,3‐enynes, and diborons is reported. The process shows broad substrate scope and delivers complex, chiral homopropargyl amines; useful building blocks on the way to biologically‐relevant compounds. In particular, fu...

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Autores principales: Manna, Srimanta, Dherbassy, Quentin, Perry, Gregory J. P., Procter, David J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7383811/
https://www.ncbi.nlm.nih.gov/pubmed/31917893
http://dx.doi.org/10.1002/anie.201915191
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author Manna, Srimanta
Dherbassy, Quentin
Perry, Gregory J. P.
Procter, David J.
author_facet Manna, Srimanta
Dherbassy, Quentin
Perry, Gregory J. P.
Procter, David J.
author_sort Manna, Srimanta
collection PubMed
description An efficient, enantio‐ and diastereoselective, copper‐catalyzed coupling of imines, 1,3‐enynes, and diborons is reported. The process shows broad substrate scope and delivers complex, chiral homopropargyl amines; useful building blocks on the way to biologically‐relevant compounds. In particular, functionalized homopropargyl amines bearing up to three contiguous stereocenters can be prepared in a single step.
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spelling pubmed-73838112020-07-27 Enantio‐ and Diastereoselective Synthesis of Homopropargyl Amines by Copper‐Catalyzed Coupling of Imines, 1,3‐Enynes, and Diborons Manna, Srimanta Dherbassy, Quentin Perry, Gregory J. P. Procter, David J. Angew Chem Int Ed Engl Communications An efficient, enantio‐ and diastereoselective, copper‐catalyzed coupling of imines, 1,3‐enynes, and diborons is reported. The process shows broad substrate scope and delivers complex, chiral homopropargyl amines; useful building blocks on the way to biologically‐relevant compounds. In particular, functionalized homopropargyl amines bearing up to three contiguous stereocenters can be prepared in a single step. John Wiley and Sons Inc. 2020-02-11 2020-03-16 /pmc/articles/PMC7383811/ /pubmed/31917893 http://dx.doi.org/10.1002/anie.201915191 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://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
Manna, Srimanta
Dherbassy, Quentin
Perry, Gregory J. P.
Procter, David J.
Enantio‐ and Diastereoselective Synthesis of Homopropargyl Amines by Copper‐Catalyzed Coupling of Imines, 1,3‐Enynes, and Diborons
title Enantio‐ and Diastereoselective Synthesis of Homopropargyl Amines by Copper‐Catalyzed Coupling of Imines, 1,3‐Enynes, and Diborons
title_full Enantio‐ and Diastereoselective Synthesis of Homopropargyl Amines by Copper‐Catalyzed Coupling of Imines, 1,3‐Enynes, and Diborons
title_fullStr Enantio‐ and Diastereoselective Synthesis of Homopropargyl Amines by Copper‐Catalyzed Coupling of Imines, 1,3‐Enynes, and Diborons
title_full_unstemmed Enantio‐ and Diastereoselective Synthesis of Homopropargyl Amines by Copper‐Catalyzed Coupling of Imines, 1,3‐Enynes, and Diborons
title_short Enantio‐ and Diastereoselective Synthesis of Homopropargyl Amines by Copper‐Catalyzed Coupling of Imines, 1,3‐Enynes, and Diborons
title_sort enantio‐ and diastereoselective synthesis of homopropargyl amines by copper‐catalyzed coupling of imines, 1,3‐enynes, and diborons
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7383811/
https://www.ncbi.nlm.nih.gov/pubmed/31917893
http://dx.doi.org/10.1002/anie.201915191
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