Fukuyama Cross-Coupling Approach to Isoprekinamycin: Discovery of the Highly Active and Bench-Stable Palladium Precatalyst POxAP - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2019

Fukuyama Cross-Coupling Approach to Isoprekinamycin: Discovery of the Highly Active and Bench-Stable Palladium Precatalyst POxAP

Résumé

An efficient and user-friendly palladium(II) precatalyst, POxAP (post-oxidative-addition precatalyst), was identified for use in Fukuyama cross-coupling reactions. Suitable for storage under air, the POxAP precatalyst allowed reaction between thioesters and organozinc reagents with turnover numbers of ∼90000. A series of 23 ketones were obtained with yields ranging from 53 to 99%. As proof of efficacy, an alternative approach was developed for the synthesis of a key precursor of the natural product isoprekinamycin.
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hal-02323246 , version 1 (20-11-2020)

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Shuang-Qi Tang, Jacques Bricard, Martine Schmitt, Frédéric Bihel. Fukuyama Cross-Coupling Approach to Isoprekinamycin: Discovery of the Highly Active and Bench-Stable Palladium Precatalyst POxAP. Organic Letters, 2019, 21 (3), pp.844-848. ⟨10.1021/acs.orglett.9b00031⟩. ⟨hal-02323246⟩
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