| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5227603 | Tetrahedron | 2008 | 9 Pages |
Abstract
Primary and secondary alcohols are easily protected as diphenylmethyl (DPM) or bis(methoxyphenyl)methyl (BMPM) ethers in good yield using PdCl2(CH3CN)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 PdCl2(CH3CN)2 in dichloroethane in the presence of 10 equiv of ethanol.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Yann Bikard, Roufia Mezaache, Jean-Marc Weibel, Abdelhamid Benkouider, Claude Sirlin, Patrick Pale,