115224-88-9Relevant articles and documents
Coupling of anhydro-aldose tosylhydrazones with hydroxy compounds and carboxylic acids: a new route for the synthesis of C-β-d-glycopyranosylmethyl ethers and esters
Kaszás, Tímea,Tóth, Marietta,Kun, Sándor,Somsák, László
, p. 10454 - 10462 (2017)
Cross couplings of O-peracylated 2,6-anhydro-aldose tosylhydrazones (C-(β-d-glycopyranosyl)formaldehyde tosylhydrazones) with alcohols, phenols, and carboxylic acids were studied under thermic or photolytic conditions in the presence of K3PO4 or LiOtBu. The reactions failed with EtOH, BnOH, or tBuOH, however, (CF3)2CHOH, electron poor phenols and carboxylic acids gave the corresponding C-β-d-glycopyranosylmethyl ethers and esters, respectively, representing a new access to these glycomimetic compounds.
Synthesis studies of structural analogues of tagetitoxin: 4-O-acetyl-3- amino-1,6-anhydro-3-deoxy-D-gulose 2-phosphate
Dent, Barry R.,Furneaux, Richard H.,Gainsford, Graeme J.,Lynch, Gregory P.
, p. 6977 - 6996 (2007/10/03)
Synthetic approaches to structural analogues of tagetitoxin (1) are described. The successful route to analogue 3 (X=O) has, as a key step, protection of the cis-vicinal amino alcohol moiety of compound 7 as an N- benzylated cyclic carbamate (9). X-Ray cr
Catalytic Siloxymethylation of Glycosides by the HSiR3/CO/Co2(CO)8 Reaction. A New Entry to C-Glycosyl Compounds
Chatani, Naoto,Ikeda, Toshihiro,Sano, Takahiro,Sonoda, Noboru,Kurosawa, Hideo,et al.
, p. 3387 - 3389 (2007/10/02)
The acetoxy group at the anomeric center of glycosides can be replaced with a siloxymethyl group by Co2(CO)8-catalyzed reaction with carbon monoxide and a hydrosilane.