17.16Ylides are prepared by the reaction of an alkyl halide with triphenylphosphine, followed by treat-ment with strong base. 2-Bromobutane is the alkyl halide needed in this case.17.17The overall reaction isIn the frst step, the peroxy acid adds to the carbonyl group of the ketone to form a peroxy monoesterof a gem-diol.The intermediate then undergoes rearrangement. Alkyl group migration occurs at the same time ascleavage of the O@O bond of the peroxy ester. In general, the more substituted group migrates.17.18The formation of a carboxylic acid from Baeyer–Villiger oxidation of an aldehyde requireshydrogen migration.C6H5COOHOOCHO2Nm-NitrobenzaldehydeOCOHO2Nm-NitrobenzoicacidOHCHOOCC6H
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This note was uploaded on 09/28/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.