Anionic Diels–Alder Chemistry of Cyclic Sodium Dien-1-olates Delivering Highly Stereoselective and Functionalized Polycyclic Adducts

[Image: see text] Anionic Diels–Alder chemistry of electron-deficient cross-conjugated vinylogous alkenones, providing highly stable sodium dienolate ion pairs as electron-rich dienes in the presence of a weak sodium base in THF, has been newly developed, leading to a single Diels–Alder adduct, in r...

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Autores principales: Huang, Jing-Kai, Shia, Kak-Shan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8397436/
https://www.ncbi.nlm.nih.gov/pubmed/34289688
http://dx.doi.org/10.1021/acs.orglett.1c01807
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author Huang, Jing-Kai
Shia, Kak-Shan
author_facet Huang, Jing-Kai
Shia, Kak-Shan
author_sort Huang, Jing-Kai
collection PubMed
description [Image: see text] Anionic Diels–Alder chemistry of electron-deficient cross-conjugated vinylogous alkenones, providing highly stable sodium dienolate ion pairs as electron-rich dienes in the presence of a weak sodium base in THF, has been newly developed, leading to a single Diels–Alder adduct, in racemic form, in moderate to high yields (up to 97%, 37 examples).
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spelling pubmed-83974362021-08-31 Anionic Diels–Alder Chemistry of Cyclic Sodium Dien-1-olates Delivering Highly Stereoselective and Functionalized Polycyclic Adducts Huang, Jing-Kai Shia, Kak-Shan Org Lett [Image: see text] Anionic Diels–Alder chemistry of electron-deficient cross-conjugated vinylogous alkenones, providing highly stable sodium dienolate ion pairs as electron-rich dienes in the presence of a weak sodium base in THF, has been newly developed, leading to a single Diels–Alder adduct, in racemic form, in moderate to high yields (up to 97%, 37 examples). American Chemical Society 2021-07-21 2021-08-06 /pmc/articles/PMC8397436/ /pubmed/34289688 http://dx.doi.org/10.1021/acs.orglett.1c01807 Text en © 2021 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 Huang, Jing-Kai
Shia, Kak-Shan
Anionic Diels–Alder Chemistry of Cyclic Sodium Dien-1-olates Delivering Highly Stereoselective and Functionalized Polycyclic Adducts
title Anionic Diels–Alder Chemistry of Cyclic Sodium Dien-1-olates Delivering Highly Stereoselective and Functionalized Polycyclic Adducts
title_full Anionic Diels–Alder Chemistry of Cyclic Sodium Dien-1-olates Delivering Highly Stereoselective and Functionalized Polycyclic Adducts
title_fullStr Anionic Diels–Alder Chemistry of Cyclic Sodium Dien-1-olates Delivering Highly Stereoselective and Functionalized Polycyclic Adducts
title_full_unstemmed Anionic Diels–Alder Chemistry of Cyclic Sodium Dien-1-olates Delivering Highly Stereoselective and Functionalized Polycyclic Adducts
title_short Anionic Diels–Alder Chemistry of Cyclic Sodium Dien-1-olates Delivering Highly Stereoselective and Functionalized Polycyclic Adducts
title_sort anionic diels–alder chemistry of cyclic sodium dien-1-olates delivering highly stereoselective and functionalized polycyclic adducts
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8397436/
https://www.ncbi.nlm.nih.gov/pubmed/34289688
http://dx.doi.org/10.1021/acs.orglett.1c01807
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