121820-73-3Relevant academic research and scientific papers
Stereoselective β-mannosylations and β-rhamnosylations from glycosyl hemiacetals mediated by lithium iodide
McGarrigle, Eoghan M.,Pepe, Dionissia A.,Pongener, Imlirenla,Ruddy, Joseph J.
, p. 10070 - 10075 (2021/08/04)
Stereoselective β-mannosylation is one of the most challenging problems in the synthesis of oligosaccharides. Herein, a highly selective synthesis of β-mannosides and β-rhamnosides from glycosyl hemi-acetals is reported, following a one-pot chlorination,
Copper-mediated anomeric: O -arylation with organoboron reagents
Dimakos, Victoria,Liu, Jacklyn J. W.,Ge, Zhenlu,Taylor, Mark S.
supporting information, p. 5671 - 5674 (2019/06/18)
Copper-mediated couplings of arylboroxines with glycosyl hemiacetals furnish O-aryl glycosides via Csp2-O bond formation. The method enables the anomeric O-arylation of protected pyranose and furanose derivatives, and is tolerant of functionalized arylboroxine partners. Whereas mixtures of anomers are formed from glucopyranose, galactopyranose and arabinofuranose hemiacetals, the α-anomer is generated selectively from mannopyranose and mannofuranose-derived substrates.
Tandem catalysis strategy for direct glycosylation of 1-hydroxy sugars. Methoxyacetic acid as an effective catalytic mediator
Yokoyama, Yasuo,Hanamoto, Takeshi,Suzuki, Shoko,Shimizu, Kosuke,Furuno, Hiroshi,Inanaga, Junji
scheme or table, p. 967 - 983 (2009/12/09)
1-Hydroxy sugars were dehydratively coupled with a variety of alcohols including thiophenol in the presence of a catalytic amount of ytterbium(III) triflate [Yb(OTf)3] and methoxyacetic acid to give the corresponding glycosides in good to excel
159. Glycosylidene Carbenes - Part 2 - Synthesis of O-Aryl Glycosides
Briner, Karin,Vasella, Andrea
, p. 1764 - 1779 (2007/10/02)
Phenol, 4-methoxyphenol, 4-nitrophenol, methyl orsellinate (1), and 2,6-di(tert-butyl)-4-methylphenol (BHT; 2) have been glycosylated by thermal reaction (20-60 deg C) with various glycosylidene-derived diazirines. 4-Methoxyphenol reacted with the D-gluco
Rapid O-Glycosidation of Phenols with Glycosyl Fluoride by Using the Combinational Activator, Cp2HfCl2-AgClO4
Matsumoto, Takashi,Katsuki, Miyoko,Suzuki, Keisuke
, p. 437 - 440 (2007/10/02)
A new and efficient method for O-glycosidation of phenols is described.Cp2HfCl2-AgClO4 is a highly effective promoter for the coupling reaction between glycosyl fluoride and phenol in the presence of molecular sieves 4A, which proceeds rapidly at low temp
