Tetrahedron letters

Asymmetric allylic oxidation of bridged-bicyclic alkenes using a copper-catalysed symmetrising–desymmetrising Kharasch–Sosnovsky reaction

JS Clark, MR Clarke, J Clough, AJ Blake, C Wilson

Index: Clark, J. Stephen; Clarke, Melanie-Rose; Clough, John; Blake, Alexander J.; Wilson, Claire Tetrahedron Letters, 2004 , vol. 45, # 51 p. 9447 - 9450

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Citation Number: 20

Abstract

Enantioselective symmetrising–desymmetrising allylic oxidation of racemic bridged bicyclic alkenes using an asymmetric copper-catalysed Kharasch–Sosnovsky reaction has been explored. Good yields and reasonable levels of induction (up to 70% ee) have been obtained using carbocyclic systems as substrates.