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- W4225080301 abstract "Enantioselective transformations of olefins are among the most important strategies for the asymmetric synthesis of organic compounds. Chemo-, diastereo-, and stereoselective control of reactions with internal acyclic alkenes for the construction of functionalized acyclic alkanes still remain a persistent challenge. Here, we report a palladium-catalyzed asymmetric regiodivergent Heck-type diarylation of internal acyclic alkenes. The 1,2-diarylation of two accessible acyclic alkenes, cinnamyl carbamates and enamides with diazonium salts and aromatic boronic acids, furnishes products containing vicinal stereogenic centers via the stereospecific formation of carbonyl coordination-assisted transient palladacycles. Moreover, the asymmetric migratory diarylation of enamides enables the formation of incontiguous stereocenters by an interrupted diastereoselective 1,3-chain-walking process. This protocol streamlines access to highly functionalized multisubstituted enantioenriched carbamates and amine derivatives which are embedded in the key biologically active motifs." @default.
- W4225080301 created "2022-04-30" @default.
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- W4225080301 date "2022-04-28" @default.
- W4225080301 modified "2023-10-16" @default.
- W4225080301 title "Catalytic Asymmetric Diarylation of Internal Acyclic Styrenes and Enamides" @default.
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- W4225080301 doi "https://doi.org/10.1021/jacs.2c03411" @default.
- W4225080301 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/35482430" @default.
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