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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Main Authors: James P. Phelan, Jonathan A. Ellman
Format: Article
Language:English
Published: Beilstein-Institut 2016-06-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.12.116
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spelling doaj-2f35b0654fe24aa99cf4417dab417e292021-03-02T10:12:22ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972016-06-011211203122810.3762/bjoc.12.1161860-5397-12-116Conjugate addition–enantioselective protonation reactionsJames P. Phelan0Jonathan A. Ellman1Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT 06520, USADepartment of Chemistry, Yale University, 225 Prospect Street, New Haven, CT 06520, USAThe 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.https://doi.org/10.3762/bjoc.12.116asymmetric catalysisconjugate additionenantioselective protonationenolate
collection DOAJ
language English
format Article
sources DOAJ
author James P. Phelan
Jonathan A. Ellman
spellingShingle James P. Phelan
Jonathan A. Ellman
Conjugate addition–enantioselective protonation reactions
Beilstein Journal of Organic Chemistry
asymmetric catalysis
conjugate addition
enantioselective protonation
enolate
author_facet James P. Phelan
Jonathan A. Ellman
author_sort James P. Phelan
title Conjugate addition–enantioselective protonation reactions
title_short 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_sort conjugate addition–enantioselective protonation reactions
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2016-06-01
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.
topic asymmetric catalysis
conjugate addition
enantioselective protonation
enolate
url https://doi.org/10.3762/bjoc.12.116
work_keys_str_mv AT jamespphelan conjugateadditionenantioselectiveprotonationreactions
AT jonathanaellman conjugateadditionenantioselectiveprotonationreactions
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