A Continuous Homologation of Esters: An Efficient Telescoped Reduction–Olefination Sequence
Author(s)Webb, Damien; Jamison, Timothy F.
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A continuous protocol for the two-carbon homologation of esters to α,β-unsaturated esters is described. This multireactor homologation telescopes an ester reduction, phosphonate deprotonation, and Horner–Wadsworth–Emmons olefination, thus converting a three-operation procedure into a single, uninterrupted system that eliminates the need for isolation or purification of the aldehyde intermediates. The homologated products are obtained in high yield and selectivity.
DepartmentMassachusetts Institute of Technology. Department of Chemistry
American Chemical Society (ACS)
Webb, Damien, and Timothy F. Jamison. “A Continuous Homologation of Esters: An Efficient Telescoped Reduction–Olefination Sequence.” Organic Letters 14.10 (2012): 2465–2467.
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