%0 Journal Article %A Bhat, Abhijit S. %A Gervay-Hague, Jacquelyn %D 2001 %T Efficient Syntheses of β-Cyanosugars Using Glycosyl Iodides Derived from Per-O-silylated Mono- and Disaccharides %U https://acs.figshare.com/articles/journal_contribution/Efficient_Syntheses_of_-Cyanosugars_Using_Glycosyl_Iodides_Derived_from_Per-_i_O_i_-silylated_Mono-_and_Disaccharides/3739347 %R 10.1021/ol0160405.s001 %2 https://acs.figshare.com/ndownloader/files/5831115 %K Efficient Syntheses %K THF %K CoCl 2 %K NaBH 4 %K Glycosyl Iodides Derived %K H 2 O %K Disaccharides Reported %K tetrabutylammonium cyanide %K trimethylsilyl glycosides %K TMSI %K aminomethyl glycosides %K silylated Mono %X Reported herein is a general method for the efficient syntheses of a variety of β-cyano glycosides through the activation of per-O-trimethylsilyl glycosides with TMSI to form α-glycosyl iodides, which undergo SN2-type displacement when treated with tetrabutylammonium cyanide. The cyanoglycosides were reduced under mild conditions using NaBH4 in the presence of catalytic CoCl2(H2O)6 in THF/H2O to give the corresponding aminomethyl glycosides. %I ACS Publications