Gold-catalysed activation of epoxides: Application in the synthesis of bicyclic ketals

dc.contributor.author Balamurugan, Rengarajan
dc.contributor.author Kothapalli, Raveendra Babu
dc.contributor.author Thota, Ganesh Kumar
dc.date.accessioned 2022-03-27T08:39:32Z
dc.date.available 2022-03-27T08:39:32Z
dc.date.issued 2011-03-01
dc.description.abstract Gold-catalysed generation of diol equivalents from epoxides and their intramolecular reaction with Ca≡C bonds to generate bicyclic ketals is presented. This reaction essentially involves the formation of an acetonide, which subsequently cyclises on the alkyne intramolecularly under gold catalysis conditions. This method could be extended to make optically pure bicyclic ketals. Deuterium incorporation experiments were carried out to ascertain the mechanism of the reaction. Sequential activation of epoxide and alkyne moieties by a gold catalyst in acetone as solvent has been achieved. This strategyhas been employed to synthesise bicyclic ketals from epoxy alkynes. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
dc.identifier.citation European Journal of Organic Chemistry
dc.identifier.issn 1434193X
dc.identifier.uri 10.1002/ejoc.201001214
dc.identifier.uri https://onlinelibrary.wiley.com/doi/10.1002/ejoc.201001214
dc.identifier.uri https://dspace.uohyd.ac.in/handle/1/11394
dc.subject Alkynes
dc.subject Bicyclic ketals
dc.subject Cyclization
dc.subject Epoxides
dc.subject Gold
dc.subject Homogeneous catalysis
dc.subject Oxygen heterocycles
dc.title Gold-catalysed activation of epoxides: Application in the synthesis of bicyclic ketals
dc.type Journal. Article
dspace.entity.type
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