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PtCl2-catalyzed cycloisomerizations of 5-en-1-yn-3-ol systems
Authors:Harrak Youssef  Blaszykowski Christophe  Bernard Matthieu  Cariou Kevin  Mainetti Emily  Mouriès Virginie  Dhimane Anne-Lise  Fensterbank Louis  Malacria Max
Institution:Université Pierre et Marie Curie, Laboratoire de Chimie Organique, UMR CNRS 7611, Tour 44-54, case 229, 4, place Jussieu, 75252 Paris 05, France.
Abstract:5-En-1-yn-3-ol substrates bearing a free hydroxyl group or an acyl group are highly versatile partners for PtCl2-catalyzed cycloisomerizations. Electrophilic activation of the alkyne moiety triggers at wish a hydride or an O-acyl migration yielding at the end to regioisomeric keto derivatives. The efficient preparation of Sabina ketone, an important monoterpene precursor, has been worked out.
Keywords:
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