Mild and selective sodium azide mediated cleavage of p-nitrobenzoic esters

被引:38
作者
Gómez-Vidal, JA [1 ]
Forrester, MT [1 ]
Silverman, RB [1 ]
机构
[1] Northwestern Univ, Dept Chem, Evanston, IL 60201 USA
关键词
D O I
10.1021/ol016104b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A mild and selective cleavage of p-nitrobenzoic esters by sodium azide in methanol is reported. This new methodology is mild enough for use with acid- or base-sensitive compounds. No elimination byproducts are formed. Fmoc- and trifluoroacetyl-amino protecting groups, benzyl esters, and ethyl esters remain unaffected. Less reactive compounds are discussed in terms of steric factors, and yields are increased by altering the azide solvation.
引用
收藏
页码:2477 / 2479
页数:3
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