Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides

[Image: see text] A palladium-catalyzed decarboxylative asymmetric allylic alkylation of thietane 1,1-dioxides via linear enolate intermediates from racemic starting materials has been developed. This process installs an α-sulfonyl tetrasubstituted stereogenic center with high enantioselectivity. Th...

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Autores principales: Laidlaw, Gillian, Franckevičius, Vilius
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8762707/
https://www.ncbi.nlm.nih.gov/pubmed/34914384
http://dx.doi.org/10.1021/acs.orglett.1c04075
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author Laidlaw, Gillian
Franckevičius, Vilius
author_facet Laidlaw, Gillian
Franckevičius, Vilius
author_sort Laidlaw, Gillian
collection PubMed
description [Image: see text] A palladium-catalyzed decarboxylative asymmetric allylic alkylation of thietane 1,1-dioxides via linear enolate intermediates from racemic starting materials has been developed. This process installs an α-sulfonyl tetrasubstituted stereogenic center with high enantioselectivity. The potential to transform the alkylated products to novel types of enantioenriched spirocycles for medicinal chemistry applications has also been demonstrated.
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spelling pubmed-87627072022-01-18 Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides Laidlaw, Gillian Franckevičius, Vilius Org Lett [Image: see text] A palladium-catalyzed decarboxylative asymmetric allylic alkylation of thietane 1,1-dioxides via linear enolate intermediates from racemic starting materials has been developed. This process installs an α-sulfonyl tetrasubstituted stereogenic center with high enantioselectivity. The potential to transform the alkylated products to novel types of enantioenriched spirocycles for medicinal chemistry applications has also been demonstrated. American Chemical Society 2021-12-16 2022-01-14 /pmc/articles/PMC8762707/ /pubmed/34914384 http://dx.doi.org/10.1021/acs.orglett.1c04075 Text en © 2021 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 Laidlaw, Gillian
Franckevičius, Vilius
Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides
title Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides
title_full Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides
title_fullStr Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides
title_full_unstemmed Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides
title_short Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides
title_sort palladium-catalyzed decarboxylative asymmetric allylic alkylation of thietane 1,1-dioxides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8762707/
https://www.ncbi.nlm.nih.gov/pubmed/34914384
http://dx.doi.org/10.1021/acs.orglett.1c04075
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