O‑Allylated Pudovik and Passerini Adducts as Versatile Scaffolds for Product Diversification

The palladium-catalyzed O-allylation of α-hydroxyphosphonates and α-hydroxyamides obtained from Pudovik and Passerini multicomponent reactions has allowed interesting and highly straightforward access to a variety of building blocks for product diversification. These post-functionalizations include...

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Veröffentlicht in:Journal of organic chemistry 2020-10, Vol.85 (19), p.12514-12525
Hauptverfasser: Kerim, Mansour Dolé, Katsina, Tania, Cattoen, Martin, Fincias, Nicolas, Arseniyadis, Stellios, El Kaïm, Laurent
Format: Artikel
Sprache:eng
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Zusammenfassung:The palladium-catalyzed O-allylation of α-hydroxyphosphonates and α-hydroxyamides obtained from Pudovik and Passerini multicomponent reactions has allowed interesting and highly straightforward access to a variety of building blocks for product diversification. These post-functionalizations include a selective base- or ruthenium hydride-mediated isomerization/Claisen rearrangement cascade and a ring-closing metathesis that allows access to a variety of diversely functionalized phosphono-oxaheterocycles.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c01721