Journal of Organic Chemistry 2012-10-19

Silver(I)-catalyzed deprotection of p-methoxybenzyl ethers: a mild and chemoselective method.

Nicolas Kern, Thomas Dombray, Aurélien Blanc, Jean-Marc Weibel, Patrick Pale

Index: J. Org. Chem. 77(20) , 9227-35, (2012)

Full Text: HTML

Abstract

The p-methoxybenzyl protecting group (PMB) on various alcohols and an acid was efficiently and selectively cleaved by the action of a catalytic amount of silver(I) hexafluoroantimonate combined with 0.5 equiv of 1,3,5-trimethoxybenzene in dichloromethane at 40 °C.