6899-46-3Relevant articles and documents
Glycosylation with Disarmed Glycosyl Bromides Promoted by Iodonium Ions
Lanz, Gyrithe,Madsen, Robert
supporting information, p. 3119 - 3125 (2016/07/12)
Iodonium ions have been developed for activating glycosyl bromides in the coupling to glycosyl acceptors. The iodonium ions are generated from N-iodosuccinimide and a protic acid such as camphorsulfonic acid or triflic acid, where the latter gives the most reactive promoter system. The couplings occur with the release of iodine monobromide, and the best results are obtained with benzoylated glycosyl donors and acceptors. In this way, disarmed glycosyl bromides can serve as glycosyl donors without the use of heavy-metal salts.
A new, iterative strategy of oligosaccharide synthesis based on highly reactive β-bromoglycosides derived from selenoglycosides
Yamago, Shigeru,Yamada, Takeshi,Hara, Osamu,Ito, Hiroki,Mino, Yosuke,Yoshida, Jun-Ichi
, p. 3867 - 3870 (2007/10/03)
equation presented Stereoselective conversion of a selenoglycoside to a β-bromoglycoside in the absence of a glycosyl acceptor followed by the coupling with another selenoglycoside affords the corresponding glycosylated selenoglycoside, which could be dir
An efficient synthesis of mixed β-carbonates of acyl-protected sugar and their decarboxylative glycosidation promoted by trimethylsilyl trifluoromethanesulfonate
Azumaya, Isao,Niwa, Toshihiro,Kotani, Masaomi,Iimori, Takamasa,Ikegami, Shiro
, p. 4683 - 4686 (2007/10/03)
Mixed β-carbonates of acyl-protected sugar are stereoselectively prepared by using an N-succinimidyl group for activation of the acceptor alcohol carbonate. The glycosyl carbonates are smoothly decarboxylated by trimethylsilyl trifluoromethanesulfonate (M