Tandem Wittig Reaction-Ring Contraction of Cyclobutanes: A Route to Functionalized Cyclopropanecarbaldehydes
Federico Cuccu, Lorenzo Serusi, Alberto Luridiana, Francesco Secci, Pierluigi Caboni, David J. Aitken and Angelo Frongia*
*Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, Complesso Universitario di Monserrato, S.S. 554, Bivio per Sestu, I-09042 Monserrato, Cagliari, Italy, Email: afrongiaunica.it
F. Cuccu, L. Serusi, A. Luridiana, F. Secci, P. Caboni, D. J. Aitken, A. Frongia, Org. Lett., 2019, 21, 7755-7758.
DOI: 10.1021/acs.orglett.9b02690
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Abstract
A tandem reaction consisting of a Wittig reaction-ring contraction process between α-hydroxycyclobutanone and phosphonium ylides provides highly functionalized cyclopropanecarbaldehydes in very good yield.
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proposed reaction pathway
Key Words
cyclopropanes, 1,4-diketones, Wittig reaction
ID: J54-Y2019