Selective deprotection of silyl-protected phenols using solid NaOH and a phase transfer catalyst

Selective deprotection of silyl-protected phenols using solid NaOH and a phase transfer catalyst
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DOI:
10.1016/s0040-4039(99)00459-1
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发表时间:
1999-04-16
影响因子:
1.8
通讯作者:
Bevis, DC
Bevis, DC
中科院分区:
化学4区
文献类型:
--
作者:
Crouch, RD;Stieff, M;Bevis, DC

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使用10当量NaOH和催化剂Bu 4 NHSO 4在1,4-二氧六环中的两相体系,芳基甲硅烷基醚可以以良好至优异的产率脱保护以产生酚。使用各种甲硅烷基保护基团制备的烷基甲硅烷基醚在这些条件下存活,允许在甲硅烷基保护的醇的存在下甲硅烷基保护的酚的选择性脱保护。(C)1999 Elsevier Science Ltd.保留所有权利。
Aryl silyl ethers can be deprotected to yield phenols in good to excellent yields using a biphasic system of 10 equivalents of NaOH and catalytic Bu4NHSO4 in 1,4-dioxane. Alkyl silyl ethers prepared using a variety of silyl protecting groups survive under these conditions, allowing selective deprotection of silyl-protected phenols in the presence of silyl-protected alcohols. (C) 1999 Elsevier Science Ltd. All rights reserved.