Use of 1,2-dichloro 4,5-dicyanoquinone (DDQ) for cleavage of the 2-naphthylmethyl (NAP) group

The 2-naphthylmethyl (NAP) group is a versatile group for protection of hydroxyl functions. It is stable to 4% TFA in CHCl3, hot 80% HOAc-H2O, SnCl2-AgOTf and HCl-EtOH, but it can readily be removed with DDQ in CH2Cl2. (C) 1999 Elsevier Science Ltd. All rights reserved.