Synthesis of a group of diosgenyl saponins by a one-pot sequential glycosylation

被引:32
作者
Yu, B
Yu, H
Hui, YZ
Han, XW
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
[2] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalyst, Dalian 116023, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/S0040-4039(99)01839-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A group of natural diosgenyl saponins was synthesized in a highly efficient manner employing the 'one-pot sequential glycosylation' protocol with the combined use of glycosyl trichloroacetimidates and thioglycosides. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8591 / 8594
页数:4
相关论文
共 28 条
[1]   SYNTHESIS OF ALLYL GLYCOSIDES FOR CONVERSION INTO NEOGLYCOPROTEINS BEARING EPITOPES OF MYCOBACTERIAL GLYCOLIPID ANTIGENS [J].
ASPINALL, GO ;
CRANE, AM ;
GAMMON, DW ;
IBRAHIM, IH ;
KHARE, NK ;
CHATTERJEE, D ;
RIVOIRE, B ;
BRENNAN, PJ .
CARBOHYDRATE RESEARCH, 1991, 216 :337-355
[2]   Intermolecular aglycon transfer of a phenyl 1-thiogalactosaminide derivative under trichloroacetimidate glycosylation conditions [J].
Belot, F ;
Jacquinet, JC .
CARBOHYDRATE RESEARCH, 1996, 290 (01) :79-86
[3]   DIOSGENIN-BEARING, MOLLUSCICIDAL SAPONINS FROM ALLIUM-VINEALE - AN NMR APPROACH FOR THE STRUCTURAL ASSIGNMENT OF OLIGOSACCHARIDE UNITS [J].
CHEN, SX ;
SNYDER, JK .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (15) :3679-3689
[4]   GLYCOSYL TRANSFER BY ISOPROPENYL GLYCOSIDES - TRISACCHARIDE SYNTHESIS IN ONE-POT BY SELECTIVE COUPLING OF ISOPROPENYL AND N-PENTENYL GLUCOPYRANOSIDES [J].
CHENAULT, HK ;
CASTRO, A .
TETRAHEDRON LETTERS, 1994, 35 (49) :9145-9148
[5]  
CHEUNG PK, 1997, SYNLETT, P257
[6]   A facile synthetic approach to a group of structurally typical diosgenyl saponins [J].
Deng, SJ ;
Yu, B ;
Hui, YZ .
TETRAHEDRON LETTERS, 1998, 39 (36) :6511-6514
[7]  
Fukase K., 1993, CHEM EXPRESS, V8, P409
[8]  
GRICE P, 1995, SYNLETT, P781
[9]  
Grice P, 1997, CHEM-EUR J, V3, P431
[10]  
HIRAI Y, 1986, CHEM PHARM BULL, V34, P82