Toullec, Patrick Yves and Chao, Chung-Meng and Chen, Qian and Gladiali, Serafino Gabriele and Genêt, Jean-Pierre and Michelet, Véronique (2008) Enantioselective platinum-catalyzed tandem hydroarylation- cycloisomerization of 1,6-enynes. Advanced Synthesis & Catalysis, Vol. 350 (14-15), p. 2401-2408. eISSN 1615-4169. Article.
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The platinum(II) chloride/silver hexafluoroantimonate (PtCl2/AgSbF6) catalytic system associated with atropisomeric ligand Ph-BINEPINE promotes a stereoselective tandem hydroarylation (Friedel-Crafts-type addition) of electron-rich aromatic and heteroaromatic derivatives to unactivated alkenes followed by a CC bond cyclization reaction (ee up to 96%). Some evidence shows that the catalytic species responsible for the highest enantiomeric excesses might reasonably be an L3Pt2+ species, L being a monodentate ligand.
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