1456599-07-7Relevant articles and documents
Access to Diosgenyl Glycoconjugates via Gold(I)-Catalyzed Etherification of Diosgen-3-yl ortho-Hexynylbenzoate
Zhang, Li,Li, Linfeng,Bai, Shujin,Zhou, Xin,Wang, Peng,Li, Ming
, p. 6030 - 6033 (2016)
An efficient protocol for the synthesis of diverse diosgen-3-yl glycoconjugates,a class of novel synthetic analogs of natural saponins of biological significance,has been developed. The method relies on gold(I)-catalyzed etherification of diosgen-3-yl ortho-hexynylbenzoate with stoichiometric sugar alcohols to afford the corresponding glycoconjugates in 38%-99% yields. The reaction involves the preferential attack of hydroxyl groups to the C3 position of homoallylic carbocation intermediate and displays a broad substrate scope and a good functional group tolerance.
Electrochemical synthesis of glycoconjugates of 3β-hydroxy- Δ5-steroids by using non-activated sugars and steroidal thioethers
Tomkiel, Aneta M.,Brzezinski, Krzysztof,?otowski, Zenon,Siergiejczyk, Leszek,Wa?ejko, Piotr,Witkowski, Stanis?aw,Kowalski, Jan,P?oszyn?ska, Jolanta,Sobkowiak, Andrzej,Morzycki, Jacek W.
, p. 8904 - 8913 (2013/09/23)
A new protocol for the electrochemical synthesis of glycoconjugates is presented. Thioether derivatives of cholesterol and other sterols were subjected to anodic oxidation in the presence of a sugar alcohol affording glycoconjugates with the sugar linked to a steroid moiety by an ether bond. The isomeric 6β-3α,5α-cyclo-steroidal thioethers proved to be better sterol donors than the normal 3β-Δ5-steroidal thioethers.
