18929-80-1Relevant articles and documents
Glycosylated eumelanin building blocks by thioglycosylation of 5,6-diacetoxyindole with an expedient selenium-based dynamic-mixture methodology
Adinolfi, Matteo,D'Ischia, Marco,Iadonisi, Alfonso,Leone, Loredana,Pezzella, Alessandro,Valerio, Silvia
scheme or table, p. 4333 - 4338 (2012/09/22)
A series of 3-thioglycosylated 5,6-diacetoxyindole derivatives, which are important tools for eumelanin research and application, were prepared through a practical and efficient approach exploiting a dynamic mixture of thioglycoside agents. The strategy is feasible for installing both mono- and disaccharide units and relies on the facile in situ conversion of glycosyl disulfides into the corresponding, more reactive, phenylselenenyl sulfides in the presence of diphenyl diselenide, N-bromosuccinimide (NBS) and tetrabutylammonium bromide (TBAB). An expedient thioglycosidation of 5,6-diacetoxyindole with a dynamic mixture of thioglycosides is described. Copyright
CHAIN ELONGATION BY USE OF AN IRON CARBONYL REAGENT: A FACILE SYNTHESIS OF 6-DEOXYHEPTOSIDURONIC ACIDS
Baer, Hans H.,Hanna, Hanna R.
, p. 169 - 184 (2007/10/02)
A method of chain elongation at the nonreducing terminal of 6-deoxy-6-halo- and 6-O-tosyl-hexopyranosides, to give methyl (methyl 6-deoxyheptopyranosid)uronates was developed on the basis of organo-iron chemistry.Thus, methyl 2,3,4-tri-O-acetyl-6-O-p-toly