Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes

[Image: see text] A Cu-catalyzed regio- and enantioselective protoboration of 2,3-disubstituted 1,3-dienes is described. The protocol operates under mild conditions and is applicable to symmetrically and unsymmetrically substituted dienes, providing access to homoallylic boronates in consistently hi...

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Autores principales: Liu, Sensheng, Liu, Yangbin, Flaget, Arthur, Zhang, Cheng, Mazet, Clément
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10521025/
https://www.ncbi.nlm.nih.gov/pubmed/37695719
http://dx.doi.org/10.1021/acs.orglett.3c02627
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author Liu, Sensheng
Liu, Yangbin
Flaget, Arthur
Zhang, Cheng
Mazet, Clément
author_facet Liu, Sensheng
Liu, Yangbin
Flaget, Arthur
Zhang, Cheng
Mazet, Clément
author_sort Liu, Sensheng
collection PubMed
description [Image: see text] A Cu-catalyzed regio- and enantioselective protoboration of 2,3-disubstituted 1,3-dienes is described. The protocol operates under mild conditions and is applicable to symmetrically and unsymmetrically substituted dienes, providing access to homoallylic boronates in consistently high yield, regioselectivity, and enantiomeric ratio. Preliminary investigations point to a complex mechanism.
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spelling pubmed-105210252023-09-27 Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes Liu, Sensheng Liu, Yangbin Flaget, Arthur Zhang, Cheng Mazet, Clément Org Lett [Image: see text] A Cu-catalyzed regio- and enantioselective protoboration of 2,3-disubstituted 1,3-dienes is described. The protocol operates under mild conditions and is applicable to symmetrically and unsymmetrically substituted dienes, providing access to homoallylic boronates in consistently high yield, regioselectivity, and enantiomeric ratio. Preliminary investigations point to a complex mechanism. American Chemical Society 2023-09-11 /pmc/articles/PMC10521025/ /pubmed/37695719 http://dx.doi.org/10.1021/acs.orglett.3c02627 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Liu, Sensheng
Liu, Yangbin
Flaget, Arthur
Zhang, Cheng
Mazet, Clément
Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes
title Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes
title_full Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes
title_fullStr Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes
title_full_unstemmed Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes
title_short Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes
title_sort cu-catalyzed enantioselective protoboration of 2,3-disubstituted 1,3-dienes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10521025/
https://www.ncbi.nlm.nih.gov/pubmed/37695719
http://dx.doi.org/10.1021/acs.orglett.3c02627
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