Gold??Catalysed Activation of Epoxides: Application in the Synthesis of Bicyclic Ketals

R Balamurugan, RB Kothapalli…

Index: Balamurugan, Rengarajan; Kothapalli, Raveendra Babu; Thota, Ganesh Kumar European Journal of Organic Chemistry, 2011 , # 8 p. 1557 - 1569

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Citation Number: 10

Abstract

Abstract Gold-catalysed generation of diol equivalents from epoxides and their intramolecular reaction with C≡ 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 ...

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