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Enantioselective platinum-catalyzed tandem hydroarylation- cycloisomerization of 1,6-enynes

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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DOI: 10.1002/adsc.200800446

Abstract

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.

Item Type:Article
ID Code:1769
Status:Published
Refereed:Yes
Uncontrolled Keywords:Asymmetric catalysis, atom economy, cycloisomerization, platinum, tandem reactions
Subjects:Area 03 - Scienze chimiche > CHIM/04 Chimica industriale
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Wiley
eISSN:1615-4169
Deposited On:18 Aug 2009 10:06

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