501416-24-6Relevant academic research and scientific papers
Silver(I) tetrafluoroborate as a potent promoter for chemical glycosylation
Kaeothip, Sophon,Pornsuriyasak, Papapida,Demchenko, Alexei V.
, p. 1542 - 1545 (2008/09/19)
We have identified silver tetrafluoroborate (AgBF4) as an excellent promoter for the activation of various glycosyl donors including glycosyl halides, trichloroacetimidates, and thioimidates. Easy handling and no requirement for azeotropic dehydration prior to application makes AgBF4 especially beneficial in comparison to the commonly used AgOTf. Selective activation of glycosyl halides or thioimidates over thioglycosides or n-pentenyl glycosides, including simple sequential one-pot syntheses, has also been demonstrated. Versatility of glycosyl thioimidates was further explored by converting these intermediates into a variety of other classes of glycosyl donors.
Versatile synthesis and mechanism of activation of S-benzoxazolyl glycosides
Kamat, Medha N.,Rath, Nigam P.,Demchenko, Alexei V.
, p. 6938 - 6946 (2008/02/11)
(Chemical Equation Presented) As a part of a program for developing new efficient procedures for stereoselective glycosylation, a range of S-benzoxazolyl (SBox) glycosides have been synthesized. The mechanistic aspects of the SBox moiety activation for gl
S-benzoxazolyl (SBox) glycosides as novel, versatile glycosyl donors for stereoselective 1,2-cis glycosylation
Demchenko, Alexei V.,Malysheva, Nelli N.,De Meo, Cristina
, p. 455 - 458 (2007/10/03)
(Matrix presented) Novel glycosyl donors, S-benzoxazolyl (SBox) glycosides, have been synthesized, tested toward various protecting group manipulations, and applied to the highly stereoselective 1,2-cis glycosylation. These compounds fulfill the requireme
