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PtCl2-catalyzed hydrative cyclization of trialkyne functionalities to form bicyclic spiro ketones
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PtCl2-catalyzed hydrative cyclization of trialkyne functionalities to form bicyclic spiro ketones

Hsu-Kai Chang, Swarup Datta, Arindam Das, Arjan Odedra and Rai-Shung Liu
Angewandte Chemie - International Edition, Vol.46(25), pp.4744-4747
2007

Abstract

Alkynes Cyclization Homogeneous catalysis Platinum Spiroketones
(Chemical Equation Presented) Triple rounds: A regioselective hydrative cyclization of triynes has been developed to give bicyclic β-hydroxy spiro ketones, which undergo subsequent dehydration to give the β,γ- unsaturated ketones (see scheme). Model reactions suggest that this platinum catalysis includes two selective hydrations, an alkyne insertion, and an aldol condensation. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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