(2,6-Dichloro-4-alkoxyphenyl)-(2,4-dichlorophenyl)methyl Trichloroacetimidates: Protection of Alcohols and Carboxylic Acids in Solution or on Polymer Support
(2,6-Dichloro-4-alkoxyphenyl)-(2,4-dichlorophenyl)methyl Trichloroacetimidates: Protection of Alcohols and Carboxylic Acids in Solution or on Polymer Support
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DOI：
10.1055/s-0029-1216974
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发表时间：
2009-11-02
影响因子：
2.6
通讯作者：
Li, Kai
中科院分区：
文献类型：
--
作者：
Kurosu, Michio;Li, Kai
(2,6-二氯-4-甲氧基苯基)-(2,4-二氯苯基)甲基三氯乙酰亚胺酯可以被TMSOTf(10 类似于100 mol%)有效活化，与醇和羧酸反应。在这些条件下，使用稍微过量的三氯乙酰亚胺酯，可以将多种醇以优异的产率转化为相应的醚。所得醚不易受到苄基和4-甲氧基苄基醚基团的典型脱保护条件的影响，然而，它们可以通过用30％至50％三氟乙酸的二氯甲烷溶液处理方便地脱保护。聚合物结合的(2,6-二氯-4-烷氧基苯基)(2,4-二氯苯基)甲基三氯乙酰亚胺酯可用于固定醇和羧酸。
(2,6-Dichloro-4-methoxyphenyl)-(2,4-dichlorophenyl)methyl trichloroacetimidate can be efficiently activated by TMSOTf (10 similar to 100 mol%) to react with alcohols and carboxylic acids. Under these conditions a wide variety of alcohols can be transformed into the corresponding ethers in excellent yields with a slight excess of the trichloroacetimidate. The resulting ethers are not susceptible to typical deprotection conditions for benzyl and 4-methoxybenzyl ether groups, however, they can be conveniently deprotected by treatment with 30 similar to 50% trifluoroacetic acid in dichloromethane. Polymer-bound (2,6-dichloro-4-alkoxyphenyl)(2,4-dichlorophenyl)methyl trichloroacetimidate is useful for immobilization of alcohols and carboxylic acids.