TMSC1 as a mild and effective source of acidic catalysis in Fischer glycosidation and use of propargyl glycoside for anomeric protection

被引:27
作者
Izumi, M [1 ]
Fukase, K [1 ]
Kusumoto, S [1 ]
机构
[1] Osaka Univ, Grad Sch Sci, Dept Chem, Osaka 5600043, Japan
基金
日本科学技术振兴机构; 日本学术振兴会;
关键词
fischer glycosidation; protective group; TMSC1; acid catalyst;
D O I
10.1271/bbb.66.211
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Practical Fischer glycosidation was effected at room temperature or 60degreesC by using 5 to 10 equiv. of TMSCl. The anomeric propargyl group formed by this method was found to be a versatile new protecting group, being stable in neat TFA but readily cleaved by treatment with Co-2(CO)(8) and TFA in CH2Cl2 via the formation of an alkyne-Co complex.
引用
收藏
页码:211 / 214
页数:4
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