Stereoselective Glycosylations – Additions to Oxocarbenium Ions

作者: Bas Hagen , Stefan van der Vorm , Thomas Hansen , Gijs A. van der Marel , Jeroen D.C. Codée

DOI: 10.1002/9783527696239.CH1

关键词:

摘要: Tremendous progress has been made in the construction of oligosaccharides, and many impressive examples large complex oligosaccharide total syntheses have appeared over years. The stability, lifetime, reactivity an oxocarbenium ion depend besides nature counterion on orientation functional groups present carbohydrate ring. This chapter explores role ions contact or close pairs (CIPs) that features a glycosyl cation, chemical glycosylation reactions. It deals with reactivity, -conformational behavior ions, describes their intermediacy assembly (complex) oligosaccharides. presents sophisticated detailed DFT computational approaches to study ions. Where anomeric triflates spectroscopically characterized, are too reactive detect by straightforward NMR techniques. spectroscopy used characterize multitude covalent intermediates such as triflates.

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