Diethyl allyl phosphate, allyl diethyl phosphate (DEAP)
Diethyl allyl phosphate is a hydrogen acceptor, that can for example be used in Pd-catalyzed oxidations.
Allyl-nickel catalysis enables α,β-dehydrogenation of carbonyl compounds. In addition, an oxidative cycloalkenylation reaction provides access to bicycloalkenones with fused, bridged, and spirocyclic ring systems using unactivated ketone and alkene precursors.
D. Huang, S. M. Szewczyk, P. Zhang, T. R. Newhouse, J. Am. Chem. Soc., 2019, 141, 5669-5674.
The use of allyl-palladium catalysis enables a one-step α,β-dehydrogenation of ketones via their zinc enolates. The optimized protocol utilizes commercially available Zn(TMP)2 as base and diethyl allyl phosphate as oxidant, operates under salt-free conditions, and tolerates a diverse scope of cycloalkanones.
D. Huang, Y. Zhao, T. R. Newhouse, Org. Lett., 2018, 20, 684-687.