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Palladium‐Catalyzed Asymmetric Decarboxylative Addition of β‐Keto Acids to Heteroatom‐Substituted Allenes
Ist Teil von
Angewandte Chemie International Edition, 2021-10, Vol.60 (41), p.22166-22171
Auflage
International ed. in English
Ort / Verlag
Weinheim: Wiley Subscription Services, Inc
Erscheinungsjahr
2021
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
The Pd‐catalyzed asymmetric addition reaction of β‐keto acids to heteroatom‐substituted allene is reported. This reaction generates β‐substituted ketones in an asymmetric manner through a branch‐selective decarboxylative allylation pathway. The reaction accommodates various alkoxyallenes as well as amidoallenes.
We report here an asymmetric decarboxylative allylation reaction initiated by the hydrocarboxylation reaction of heteroatom‐substituted allene. The reaction works particularly well with heteroatom‐substituted allenes such as alkoxyallenes and amidoallenes. A number of aryl and alkyl β‐keto acids as well as malonic acid mono‐phenyl ester participates in the reaction to generate γ,δ‐unsaturated carbonyl compounds possessing stereogenic heteroatom substituents at the β‐position.