1258760-17-6Relevant articles and documents
Cleavage of benzyl ethers by triphenylphosphine hydrobromide
Ramanathan, Mani,Hou, Duen-Ren
supporting information; experimental part, p. 6143 - 6145 (2010/12/24)
Triphenylphosphine hydrobromide was found to cleave the benzyl ethers derived from 1°, 2° alkyl, and aryl alcohols to the corresponding alcohols and benzyltriphenylphosphonium bromide in good yields. Alkene and allyl phosphonium salts were produced from the benzyl ethers with 3° alkyl and allyl groups, respectively. These results indicate that the formation of the product is determined by the relative stability of the carbocationic intermediate. The anhydrous, stoichiometric amount of PPh3·HBr offers a new and effective method for the deprotection of benzyl ethers.