Borrowing hydrogen: Indirect “Wittig” olefination for the formation of C–C bonds from alcohols

…, MG Edwards, JMJ Williams

Index: Black, Phillip J.; Edwards, Michael G.; Williams, Jonathan M. J. European Journal of Organic Chemistry, 2006 , # 19 p. 4367 - 4378

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Citation Number: 39

Abstract

Abstract The successful development of an indirect three-step domino sequence for the formation of C–C bonds from alcohol substrates is described. An iridium-catalysed dehydrogenation of alcohol 1 affords the intermediate aldehyde 2. The desired C–C bond can then be formed by a facile Wittig olefination, yielding the intermediate alkene 3. In the final step the alkene is hydrogenated to afford the indirect Wittig product, the alkane 4. The ...