Scandium trifluoromethanesulfonate as an extremely active Lewis acid catalyst in acylation of alcohols with acid anhydrides and mixed anhydrides

Scandium trifluoromethanesulfonate as an extremely active Lewis acid catalyst in acylation of alcohols with acid anhydrides and mixed anhydrides
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DOI:
10.1021/jo952237x
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发表时间:
1996-07-12
影响因子:
3.6
通讯作者:
Yamamoto, H
Yamamoto, H
中科院分区:
化学2区
文献类型:
--
作者:
Ishihara, K;Kubota, M;Yamamoto, H

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三氟甲磺酸钪(triflate)是市售的,是一种实用且有用的路易斯酸催化剂,用于在对硝基苯甲酸酐存在下用酸酐酰化醇或用羧酸对醇进行酯化。三氟甲磺酸钪的极高催化活性不仅可用于辅助伯醇的酸酐酰化,还可用于辅助空间位阻的仲醇或叔醇的酰化。该方法对于 omega-羟基羧酸的选择性大环内酯化特别有效。
Scandium trifluoromethanesulfonate (triflate), which is commercially available, is a practical and useful Lewis acid catalyst for acylation of alcohols with acid anhydrides or the esterification of alcohols by carboxylic acids in the presence of p-nitrobenzoic anhydrides. The remarkably high catalytic activity of scandium triflate can be used for assisting the acylation by acid anhydrides of not only primary alcohols but also sterically-hindered secondary or tertiary alcohols. The method presented is especially effective for selective macrolactonization of omega-hydroxy carboxylic acids.