Environmentally friendly C-glycosylation of phloroacetophenone with unprotected D-glucose using scandium(III) trifluoromethanesulfonate in aqueous media:: key compounds for the syntheses of mono- and di-C-glucosylflavonoids

被引:46
作者
Sato, S [1 ]
Akiya, T [1 ]
Suzuki, T [1 ]
Onodera, J [1 ]
机构
[1] Yamagata Univ, Fac Engn, Dept Chem & Chem Engn, Yamagata 9928510, Japan
关键词
C-glycosylflavonoid; direct C-glycosylation; unprotected glucose; Sc(OTf)(3); aqueous media; recycling;
D O I
10.1016/j.carres.2004.07.023
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
The direct C-glycosylation of phloroacetophenone with an unprotected D-glucose in aqueous media using scandium(III) trifluoromethanesulfonate (Sc(OTf)(3)) as the catalyst, gave mono- and bis-C-beta-glycosylic compounds in highest total yield of 81%. The second and third use of the recovered Sc(OTf)(3) afforded them in total yields of 56% and 53%, respectively. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2611 / 2614
页数:4
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