1126092-92-9Relevant academic research and scientific papers
BiBr3-promoted activation of peracetylated glycosyl iodides: Straightforward access to synthetically useful 2-O-deprotected allyl glycosides
Pastore, Antonello,Adinolfi, Matteo,Iadonisi, Alfonso
, p. 6206 - 6212 (2008)
Substoichiometric amounts of BiBr3 are able to promote anomeric activation of acetylated glycosyl iodides. This reactivity can be exploited for straightforward access to allyl glycosides unprotected at the O-2 position. The reported protocol appears to be convenient in comparison with the pre-existing ones in that shorter experimental times are needed and the use of strong acids is avoided. Suitable structural features of substrates (6-deoxy sugars or use of benzoyl or methoxycarbonyl 2-O-participating groups) switch the process to a preferential glycosidation without deprotection at the O-2 position. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
