A mild and efficient selective tetrahydropyranylation of primary alcohols and deprotection of THP ethers of phenols and alcohols using PdCl2(CH3CN)2 as catalyst
作者:Yan-Guang Wang、Xiao-Xing Wu、Zhi-Yong Jiang
DOI:10.1016/j.tetlet.2004.02.057
日期:2004.3
Primary alcohols were selectively tetrahydropyranylated in good to excellent yields at room temperature using PdCl2(CH3CN)2 as catalyst in tetrahydrofuran (THF) in the presence of phenols, secondary, and tertiary alcohols. The tetrahydropyranyl (THP) group could be efficiently removed using PdCl2(CH3CN)2 as catalyst in CH3CN, while other protection groups such as p-toluenesulfonyl (Ts), tert-butyldiphenylsilyl
在苯酚,仲醇和叔醇的存在下,在四氢呋喃(THF)中使用PdCl 2(CH 3 CN)2作为催化剂,在室温下以良好至极好的收率选择性地对伯醇进行四氢吡喃基化。使用PdCl 2(CH 3 CN)2作为CH 3 CN中的催化剂可以有效地除去四氢吡喃基(THP),而其他保护基如对甲苯磺酰基(Ts),叔丁基二苯基甲硅烷基(TBDPS),苄氧羰基(Cbz)在这些条件下,烯丙基,苄基(Bn)和苯甲酰基(Bz)保持完整。