Triphenylphosphine-mediated olefination of aldehydes with (Z)-(2-acetoxyalk-1-enyl)phenyl-λ3-iodanes: generation and reaction of (2-oxoalkyl)phenyl-λ3-iodanes
Abstract
(Z)-(2-Acetoxyalk-1-enyl)phenyl-λ3 -iodanes, on treatment with triethylamine in methanol in the presence of triphenylphosphine, undergo Wittig olefination with aldehydes, which involves the intermediacy of α-iodanyl ketones generated by in situ protonation of monocarbonyl iodonium ylides.