55700-61-3Relevant articles and documents
Indium-Mediated Allylation of Aldehydes: A Convenient Route to 2-Deoxy and 2,6-Dideoxy Carbohydrates
Binder, Wolfgang H.,Prenner, Reinhard H.,Schmid, Walther
, p. 749 - 758 (2007/10/02)
The allylation of protected polyhydroxy aldehydes 1 and 14 has been achieved by indium metal with ultrasound promotion generating the diastereomeric pair of homoallylic polyols 3, 4 and 16, 17 respectively with moderate to good stereoselectivity.Pursuing this allylation strategy with the corresponding deprotected polyhydroxy aldehydes led to the same pair of homoallylic polyols but with a quite different ratio of the diastereomers generated.The polyols were further transformed to 2-deoxy (5 and 6) and 2,6-dideoxy (18 and 19) carbohydrates by ozonolysis.
SYNTHESIS OF SOME DEOXY, UNSATURATED, AND DIDEOXY SUGARS VIA REGIOSELECTIVE THIOACYLATION OF GLYCOPYRANOSIDES BY THE DIBUTYLTIN OXIDE METHOD
Haque, Md. Ekramul,Kikuchi, Tohoru,Kanemitsu, Kimihiro,Tsuda, Yoshisuke
, p. 430 - 433 (2007/10/02)
Treatment of non-protected glycopyranosides (Me α-D-Glc, Me β-D-Glc, Me α-D-Xyl, and Me β-D-Xyl) with dibutyltin oxide followed by thioacylation with phenoxythiocarbonyl chloride gave the mono-thionocarbonates regioselectively in high yields.Acetylation o