Glycosylation chemistry promoted by iodine monobromide: Efficient synthesis of glycosyl bromides from thioglycosides, and O-glycosides from ‘disarmed’ thioglycosides and glycosyl bromides
1997; Elsevier BV; Volume: 38; Issue: 47 Linguagem: Inglês
10.1016/s0040-4039(97)10124-1
ISSN1873-3581
AutoresK. P. Ravindranathan Kartha, Robert A. Field,
Tópico(s)Chemical Synthesis and Analysis
ResumoIodine monobromide has been found to be an efficient reagent for the conversion of both 'armed' and 'disarmed' thioglycosides (SMe, SPri, SPh) into glycosyl bromides. This reagent is compatible with most common protecting groups, and O-glycosidic linkages. The additional potency of IBr, compared to iodine, as an iodonium ion source also permits the glycosylation of sugar alcohols by 'disarmed' glycosyl bromides and thioglycosides.
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