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

被引:448
作者
Ishihara, K [1 ]
Kubota, M [1 ]
Kurihara, H [1 ]
Yamamoto, H [1 ]
机构
[1] NAGOYA UNIV, GRAD SCH ENGN, CHIKUSA KU, NAGOYA, AICHI 46401, JAPAN
关键词
D O I
10.1021/jo952237x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
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收藏
页码:4560 / 4567
页数:8
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