744245-95-2Relevant academic research and scientific papers
S-thiazolinyl (STaz) glycosides as versatile building blocks for convergent selective, chemoselective, and orthogonal oligosaccharide synthesis
Pornsuriyasak, Papapida,Demchenko, Alexei V.
, p. 6630 - 6646 (2008/09/17)
In the aim of developing new procedures for efficient oligosaccharide assembly, a range of 5-thiazolinyl (STaz) glycosides have been synthesized. These novel derivatives were evaluated against a variety of reaction conditions and were shown to be capable of being chemoselectively activated in the armed-disarmed fashion. More over, the S-thiazolinyl moiety exhibited a remarkable propensity for selective activation over other common leaving groups. Conversely, a variety of leaving groups could be selectively activated over the STaz moiety, which, in turn, allowed STaz/S-ethyl and STaz/S-phenyl orthogonal approaches. To demonstrate versatility of novel STaz derivatives, a number of oligosaccharide targets have been synthesized in a convergent selective, orthogonal, and chemoselective fashion.
Potent, versatile, and stable: Thiazolyl thioglycosides as glycosyl donors
Demchenko, Alexei V.,Pornsuriyasak, Papapida,De Meo, Cristina,Malysheva, Nelli N.
, p. 3069 - 3072 (2007/10/03)
Donating with a difference: Thiazolyl (Taz) substituted thioglycosides have been successfully used in the synthesis of both 1,2-trans- and 1,2-cis-glycosides and also have found application in convergent oligosaccharide synthesis. In addition, this study
