Comparison of catalysts in α-glucosylation reactions and identification of triflic anhydride as a new reactive promoter.

作者: Hans Peter Wessel

DOI: 10.1016/S0040-4039(00)97191-0

关键词: ChemistryCatalysisDisaccharideAldoseFluorideTrisaccharideOrganic chemistryGlycosyl acceptorGlycosylation

摘要: Triflic anhydride is shown to be a highly reactive promoter in the cisglycosylation reaction of 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl fluoride with an unreactive glycosyl acceptor. …

参考文章(10)
Daniel Kahne, Suzanne Walker, Yuan Cheng, Donna Van Engen, Glycosylation of unreactive substrates Journal of the American Chemical Society. ,vol. 111, pp. 6881- 6882 ,(1989) , 10.1021/JA00199A081
Yukio Takahashi, Tomoya Ogawa, Total synthesis of cyclomaltohexaose Carbohydrate Research. ,vol. 164, pp. 277- 296 ,(1987) , 10.1016/0008-6215(87)80136-2
Matthias Kreuzer, Joachim Thiem, Aufbau von oligosacchariden mit glycosylfluoriden unter lewissäure-katalyse☆ Carbohydrate Research. ,vol. 149, pp. 347- 361 ,(1986) , 10.1016/S0008-6215(00)90057-0
Barbara Wegmann, Richard R. Schmidt, The Application of the Trichloroacetimidate Method to the Synthesis of α-D-Gluco- and α-D-Galactopyranosides Journal of Carbohydrate Chemistry. ,vol. 6, pp. 357- 375 ,(1987) , 10.1080/07328308708057926
Anthony F. Hadfield, Leslie Hough, Anthony C. Richardson, The synthesis of 6-deoxy-6-fluoro-α,α-trehalose and related analogues Carbohydrate Research. ,vol. 63, pp. 51- 60 ,(1978) , 10.1016/S0008-6215(00)80928-3
G.Venugopal Reddy, Vinayak R. Kulkarni, Hari Babu Mereyala, A mild general method for the synthesis of ∝-linked disaccharides Tetrahedron Letters. ,vol. 30, pp. 4283- 4286 ,(1989) , 10.1016/S0040-4039(01)80711-5
Bert Fraser-Reid, Peter Konradsson, David R. Mootoo, Uko Udodong, Direct elaboration of pent-4-enyl glycosides into disaccharides Journal of The Chemical Society, Chemical Communications. pp. 823- 825 ,(1988) , 10.1039/C39880000823
Teruaki Mukaiyama, Yoshiyuki Murai, Shin-ichiro Shoda, AN EFFICIENT METHOD FOR GLUCOSYLATION OF HYDROXY COMPOUNDS USING GLUCOPYRANOSYL FLUORIDE Chemistry Letters. ,vol. 10, pp. 431- 432 ,(1981) , 10.1246/CL.1981.431