Yann Bikard, Roufia Mezaache, Jean‐Marc Weibel
Oct 27, 2008
Citations
0
Influential Citations
25
Citations
Journal
Tetrahedron
Abstract
Abstract Primary and secondary alcohols are easily protected as diphenylmethyl (DPM) or bis(methoxyphenyl)methyl (BMPM) ethers in good yield using PdCl 2 (CH 3 CN) 2 as catalyst in dichloroethane at 60 or 20 °C, respectively. These conditions are compatible with other functional and protecting groups such as halides, esters, acetal, benzyl, para -methoxybenzyl, benzyloxycarbonyl, and tert -butyldiphenylsilyl. Good selectivity was observed in favor of primary over secondary alcohols. Deprotection of diphenylmethyl or bis(4-methoxyphenyl)methyl ethers was efficiently achieved at room temperature using PdCl 2 (CH 3 CN) 2 in dichloroethane in the presence of 10 equiv of ethanol.