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Conjugate addition–enantioselective protonation reactions

The addition of nucleophiles to electron-deficient alkenes represents one of the more general and commonly used strategies for the convergent assembly of more complex structures from simple precursors. In this review the addition of diverse protic and organometallic nucleophiles to electron-deficien...

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Autores principales: Phelan, James P, Ellman, Jonathan A
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979737/
https://www.ncbi.nlm.nih.gov/pubmed/27559372
http://dx.doi.org/10.3762/bjoc.12.116
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author Phelan, James P
Ellman, Jonathan A
author_facet Phelan, James P
Ellman, Jonathan A
author_sort Phelan, James P
collection PubMed
description The addition of nucleophiles to electron-deficient alkenes represents one of the more general and commonly used strategies for the convergent assembly of more complex structures from simple precursors. In this review the addition of diverse protic and organometallic nucleophiles to electron-deficient alkenes followed by enantioselective protonation is summarized. Reactions are first categorized by the type of electron-deficient alkene and then are further classified according to whether catalysis is achieved with chiral Lewis acids, organocatalysts, or transition metals.
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spelling pubmed-49797372016-08-24 Conjugate addition–enantioselective protonation reactions Phelan, James P Ellman, Jonathan A Beilstein J Org Chem Review The addition of nucleophiles to electron-deficient alkenes represents one of the more general and commonly used strategies for the convergent assembly of more complex structures from simple precursors. In this review the addition of diverse protic and organometallic nucleophiles to electron-deficient alkenes followed by enantioselective protonation is summarized. Reactions are first categorized by the type of electron-deficient alkene and then are further classified according to whether catalysis is achieved with chiral Lewis acids, organocatalysts, or transition metals. Beilstein-Institut 2016-06-15 /pmc/articles/PMC4979737/ /pubmed/27559372 http://dx.doi.org/10.3762/bjoc.12.116 Text en Copyright © 2016, Phelan and Ellman https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Review
Phelan, James P
Ellman, Jonathan A
Conjugate addition–enantioselective protonation reactions
title Conjugate addition–enantioselective protonation reactions
title_full Conjugate addition–enantioselective protonation reactions
title_fullStr Conjugate addition–enantioselective protonation reactions
title_full_unstemmed Conjugate addition–enantioselective protonation reactions
title_short Conjugate addition–enantioselective protonation reactions
title_sort conjugate addition–enantioselective protonation reactions
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979737/
https://www.ncbi.nlm.nih.gov/pubmed/27559372
http://dx.doi.org/10.3762/bjoc.12.116
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