一种通过暂时失活的S-噻唑基糖苷作为糖基受体进行寡糖合成的新策略。
A novel strategy for oligosaccharide synthesis via temporarily deactivated S-thiazolyl glycosides as glycosyl acceptors.
作者信息
Pornsuriyasak Papapida, Gangadharmath Umesh B, Rath Nigam P, Demchenko Alexei V
机构信息
Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA.
出版信息
Org Lett. 2004 Nov 25;6(24):4515-8. doi: 10.1021/ol048043y.
A new glycosylation strategy that allows chemoselective activation of the S-thiazolyl (STaz) moiety of a glycosyl donor over the temporarily deactivated glycosyl acceptor, bearing the same anomeric group, has been developed. This deactivation is achieved by engaging of the STaz moiety of the glycosyl acceptor into a stable palladium(II) complex. Therefore, obtained disaccharides are then released from the complex by simple ligand exchange. [reaction: see text]
一种新的糖基化策略已经开发出来，该策略能够在带有相同异头基团的暂时失活的糖基受体上实现糖基供体的S-噻唑基（STaz）部分的化学选择性活化。这种失活是通过使糖基受体的STaz部分形成稳定的钯（II）配合物来实现的。因此，通过简单的配体交换即可从配合物中释放出所得到的二糖。[反应：见正文]
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