Oxidative cleavage of allyl ethers by an oxoammonium salt.
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.
Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, CT 06269, USA. nicholas.leadbeater@uconn.edu.
Christopher B
CB
Kelly
John M
JM
Ovian
Robin M
RM
Cywar
Taylor R
TR
Gosselin
Rebecca J
RJ
Wiles
Nicholas E
NE
Leadbeater
D000447:Aldehydes / Q000737:chemistry; D003497:Cyclic N-Oxides / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D010084:Oxidation-Reduction; D012997:Solvents / Q000737:chemistry
D000447:Aldehydes; D003497:Cyclic N-Oxides; D004987:Ethers; D007659:Ketones; D012997:Solvents