Chromatography-free Pd-catalyzed deprotection of allyl ethers using PS-DEAM as a scavenger of boronic acids and Pd catalyst

Polystyrene-bound diethanolamine (PS-DEAM) work-up for a newly developed Pd(PPh₃)₄-catalyzed cleavage of allylic alkyl ethers using phenylboronic acid can effectively release Pd-free parent alcohols. Furthermore, chromatography-free deallylation can be conducted by using vinylboronic anhydride pyridine complex as an allyl scavenger with a catalytic amount of Pd(OAc)₂ and 4-(diphenylphosphino)benzoic acid instead of Pd(PPh₃)₄ to yield the desired products in high purities and yields after removal of volatile byproducts and the phosphine-derived contaminants by evaporation and sequestration through acid-base interaction with PS-DEAM, respectively.