Development and investigation of a site selective palladium-catalyzed 1,4-difunctionalization of isoprene using pyridine–oxazoline ligands† †Electronic supplementary information (ESI) available: Detailed experimental procedures, reaction optimization data, and spectroscopic data of all new compounds. See DOI: 10.1039/c4sc03074e Click here for additional data file.
نویسندگان
چکیده
Palladium-catalyzed 1,4-difunctionalizations of isoprene that produce skipped polyenes are reported. Complex isomeric product mixtures are possible as a result of the difficult-to-control migratory insertion of isoprene into a Pd-alkenyl bond, but good site selectivity has been achieved using easily accessible Pyrox ligands. Mechanistic studies suggest that the control of insertion is the result of the unique electronic asymmetry and steric properties of the ligand.
منابع مشابه
A rational pre-catalyst design for bis-phosphine mono-oxide palladium catalyzed reactions† †Electronic supplementary information (ESI) available: Detailed experimental procedures and characterization data for all new compounds. CCDC 1512973–1512975. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6sc05472b Click here for additional data file. Click here for additional data file.
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Enantioselective palladium(0)-catalyzed intramolecular cyclopropane functionalization: access to dihydroquinolones, dihydroisoquinolones and the BMS-791325 ring system† †Electronic supplementary information (ESI) available: Experimental procedures and characterization of all new compounds. CCDC 1401582. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc01909e Click here for additional data file. Click here for additional data file.
Taddol-based phosphoramidite ligands enable enantioselective palladium(0)-catalyzed C–H arylation of cyclopropanes. The cyclized products are obtained in high yields and enantioselectivities. The reported method provides efficient access to a broad range of synthetically attractive cyclopropyl containing dihydroquinolones and dihydroisoquinolones as well as allows for an efficient enantioselect...
متن کاملPalladium-catalyzed ligand-promoted site-selective cyanomethylation of unactivated C(sp3)–H bonds with acetonitrile† †Electronic supplementary information (ESI) available: Experimental details including characterization data, copies of 1H, 13C NMR and NOESY spectra. See DOI: 10.1039/c5sc04066c Click here for additional data file.
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متن کاملAll-metal aromatic cationic palladium triangles can mimic aromatic donor ligands with Lewis acidic cations† †Electronic supplementary information (ESI) available: Reaction procedures, characterization of complexes, copies of all spectra and cif files, modelling details and XYZ coordinates. CCDC 1410440–1410442. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc03475j Click here for additional data file. Click here for additional data file.
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Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds† †Electronic supplementary information (ESI) available: Experimental procedures and characterization data for all new compounds. See DOI: 10.1039/c5sc04890g Click here for additional data file.
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عنوان ژورنال:
دوره 6 شماره
صفحات -
تاریخ انتشار 2015