Dehydrative glycosylation with cyclic phosphonium anhydrides

被引:27
作者
Dyapa, Rajendar [1 ]
Dockery, Lance T. [1 ]
Walczak, Maciej A. [1 ]
机构
[1] Univ Colorado, Dept Chem & Biochem, Campus Box 215, Boulder, CO 80309 USA
关键词
AUTOMATED OLIGOSACCHARIDE SYNTHESIS; HENDRICKSON POP REAGENT; ANOMERIC HYDROXY SUGARS; TRIFLUOROMETHANESULFONIC ANHYDRIDE; BETA-MANNOPYRANOSIDES; STEREOSELECTIVE-SYNTHESIS; SULFOXIDE METHOD; BOND FORMATION; ACTIVATION; GLYCOSIDES;
D O I
10.1039/c6ob01812b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclic phosphonium anhydrides generated from bis-phosphine oxides and trifluoromethanesulfonic anhydride are shown as general coupling reagents in a dehydrative glycosylation reaction of C1-hemiacetals. This reaction protocol is characterized by a broad substrate scope and high yields, including reactions of O-, C-, N-, and S-based nucleophiles with furanose, pyranose, and deoxysugar donors.
引用
收藏
页码:51 / 55
页数:5
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