88087-64-3Relevant academic research and scientific papers
Chiral Benzazaborole-Catalyzed Regioselective Sulfonylation of Unprotected Carbohydrate Derivatives
Kuwano, Satoru,Hosaka, Yusei,Arai, Takayoshi
supporting information, p. 12920 - 12923 (2019/11/05)
Chiral benzazaborole-catalyzed regioselective sulfonylations of unprotected carbohydrate derivatives have been developed. This methodology enables direct regioselective functionalization of the secondary OH group in carbohydrate in the presence of the primary OH group. By using the chiral organoboron catalysis, kinetic resolution of the carbohydrate derivatives was also achieved.
Regioselective monotosylation of non-protected and partially protected glycosides by the dibutyltin oxide method
Tsuda,Nishimura,Kobayashi,Sato,Kanemitsu
, p. 2883 - 2887 (2007/10/02)
Tosylation of non-protected glycopyranosides with p-toluenesulfonyl chloride in the presence of 4-dimethylaminopyridine, after activiation of the glycosides by dibutyltin oxide, gave mono-O-tosylates in good yield. The regioselectivity in this tosylation
Regioselective Monoacylation of Some Glycopyranosides via Cyclic Tin Intermediates
Tsuda, Yoshisuke,Haque, Md. Ekramul,Yoshimoto, Kimihiro
, p. 1612 - 1624 (2007/10/02)
Selective mono-benzoylation of some pento- and hexo-pyranosides (Me β-L-Ara, Ph α-L-Ara, Me α-D-Xyl, Me β-D-Xyl, Me α-D-Glc, Me-β-D-Glc, Me α-D-Gal, Me β-D-Gal, and Me α-D-Man) by using Bu2SnO was examined in comparaison with the results of the (Bu3Sn)2O method and direct benzoylation.The Bu2SnO method is particularly useful in that it selectively activates an equatorial hydroxyl group wich bears an oxygenated function (OH or OMe) in a cis relationship at an adjacent position, even in the presence of a more reactive primary OH group.The various mono- and di-O-benzoyl derivatives prepared in this work were unambiguously identified by analysis of their 13C-nuclear magnetic resonance spectra.
