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Oxidative cleavage of allyl ethers by an oxoammonium salt.

Organic & biomolecular chemistry (2015-03-10)
Christopher B Kelly, John M Ovian, Robin M Cywar, Taylor R Gosselin, Rebecca J Wiles, Nicholas E Leadbeater
RÉSUMÉ

A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, cleavage proceeds readily, furnishing a variety of α,β-unsaturated aldehydes and ketones.

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Sigma-Aldrich
4-(Acetylamino)-2,2,6,6-tetramethyl-1-oxo-piperidinium tetrafluoroborate, 97% (HPLC)