5876-78-8Relevant articles and documents
Strategy for contra-thermodynamic radical-chain epimerisation of 1,2-diols using polarity-reversal catalysis
Dang,Roberts
, p. 8595 - 8599 (2000)
Polarity-reversal catalysis by thiols has been applied to provide an efficient method for the conversion of appropriate 1,2-diols into less or similarly stable diastereoisomers by epimerisation of their acetonides under radical-chain conditions. (C) 2000
Gold-catalysed activation of epoxides: Application in the synthesis of bicyclic ketals
Balamurugan, Rengarajan,Kothapalli, Raveendra Babu,Thota, Ganesh Kumar
experimental part, p. 1557 - 1569 (2011/04/25)
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
Fe(III) chloride catalyzed conversion of epoxides to acetonides
Saha, Sumit,Mandal, Samir Kumar,Roy, Subhas Chandra
body text, p. 5928 - 5930 (2009/04/05)
A mild and efficient method for the preparation of acetonides from epoxides catalyzed by iron(III) chlorides has been developed.