Novel approaches for the synthesis and activation of thio- and selenoglycoside donors.
Alkyl thio-, phenyl seleno-, and phenyl thioglycosides can be prepared through short synthetic sequences based on the generation of glycosyl iodides as versatile intermediates. In addition, a novel cheap combined system (stoichiometric NBS and catalytic Bi(OTf)3) has been developed for rapid and efficient activation of a wide variety of thio- and selenoglycoside donors.
Valerio
Silvia
S
Dipartimento di Chimica Organica e Biochimica, Università degli Studi di Napoli Federico II, Via Cynthia 4, I-80126 Naples, Italy.
Iadonisi
Alfonso
A
Adinolfi
Matteo
M
Ravidà
Alessandra
A
D002384:Catalysis; D002621:Chemistry / Q000379:methods; D002625:Chemistry, Organic / Q000379:methods*; D006027:Glycosides / Q000737:chemistry*; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D012643:Selenium / Q000737:chemistry*; D013696:Temperature; D013865:Thioglycosides / Q000737:chemistry*
D006027:Glycosides; D013865:Thioglycosides; D012643:Selenium