PtCl2-catalyzed cycloisomerizations of 5-en-1-yn-3-ol systems |
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Authors: | Harrak Youssef Blaszykowski Christophe Bernard Matthieu Cariou Kevin Mainetti Emily Mouriès Virginie Dhimane Anne-Lise Fensterbank Louis Malacria Max |
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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. |
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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. |
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