4-Pivaloylaminobenzyl ether, a new temporary protection for hydroxyl functions

Article abstract of DOI:10.1016/0040-4039(91)80616-E

4-Pivaloylaminobenzyl (PAB) group is a new benzyl-type protecting group which can be introduced either by initial introduction of 4-nitrobenzyl group followed by reduction and N-acylation or by the reaction of a hydroxyl compound with the corresponding halogenide or trichloroacetimidate. PAB ethers have higher acid stability than 4-methoxybenzyl ethers but are readily cleaved with DDQ in a manner similar to the latter.