Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles

[Image: see text] Herein is reported the asymmetric allylic benzylation of Morita–Baylis–Hillman (MBH) carbonates with 2-methylbenzophenone (MBP) derivatives as nonstabilized photogenerated C-nucleophiles. The dual activation of both reaction partners, chiral Lewis-base activation of the electrophil...

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Autores principales: Paria, Suva, Carletti, Edoardo, Marcon, Michela, Cherubini-Celli, Alessio, Mazzanti, Andrea, Rancan, Marzio, Dell’Amico, Luca, Bonchio, Marcella, Companyó, Xavier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7997570/
https://www.ncbi.nlm.nih.gov/pubmed/32081000
http://dx.doi.org/10.1021/acs.joc.0c00175
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author Paria, Suva
Carletti, Edoardo
Marcon, Michela
Cherubini-Celli, Alessio
Mazzanti, Andrea
Rancan, Marzio
Dell’Amico, Luca
Bonchio, Marcella
Companyó, Xavier
author_facet Paria, Suva
Carletti, Edoardo
Marcon, Michela
Cherubini-Celli, Alessio
Mazzanti, Andrea
Rancan, Marzio
Dell’Amico, Luca
Bonchio, Marcella
Companyó, Xavier
author_sort Paria, Suva
collection PubMed
description [Image: see text] Herein is reported the asymmetric allylic benzylation of Morita–Baylis–Hillman (MBH) carbonates with 2-methylbenzophenone (MBP) derivatives as nonstabilized photogenerated C-nucleophiles. The dual activation of both reaction partners, chiral Lewis-base activation of the electrophile and light activation of the nucleophile, enables the stereoselective installation of benzyl groups at the allylic position to forge tertiary and quaternary carbon centers.
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spelling pubmed-79975702021-03-29 Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles Paria, Suva Carletti, Edoardo Marcon, Michela Cherubini-Celli, Alessio Mazzanti, Andrea Rancan, Marzio Dell’Amico, Luca Bonchio, Marcella Companyó, Xavier J Org Chem [Image: see text] Herein is reported the asymmetric allylic benzylation of Morita–Baylis–Hillman (MBH) carbonates with 2-methylbenzophenone (MBP) derivatives as nonstabilized photogenerated C-nucleophiles. The dual activation of both reaction partners, chiral Lewis-base activation of the electrophile and light activation of the nucleophile, enables the stereoselective installation of benzyl groups at the allylic position to forge tertiary and quaternary carbon centers. American Chemical Society 2020-02-21 2020-03-20 /pmc/articles/PMC7997570/ /pubmed/32081000 http://dx.doi.org/10.1021/acs.joc.0c00175 Text en 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 Paria, Suva
Carletti, Edoardo
Marcon, Michela
Cherubini-Celli, Alessio
Mazzanti, Andrea
Rancan, Marzio
Dell’Amico, Luca
Bonchio, Marcella
Companyó, Xavier
Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles
title Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles
title_full Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles
title_fullStr Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles
title_full_unstemmed Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles
title_short Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles
title_sort light-triggered catalytic asymmetric allylic benzylation with photogenerated c-nucleophiles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7997570/
https://www.ncbi.nlm.nih.gov/pubmed/32081000
http://dx.doi.org/10.1021/acs.joc.0c00175
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