120924-93-8Relevant academic research and scientific papers
Synthesis of alkyl and aryl C-pyranosides using organozinc reagents via a Ferrier-type rearrangement
Xue, Song,He, Lin,Han, Kai-Zhen,Zheng, Xiao-Qi,Guo, Qing-Xiang
, p. 303 - 307 (2005)
The reaction of 1,2-dihydropyranyl acetates with dimethylzinc, diethylzinc and diphenylzinc in the presence of CF3COOH gave the corresponding alky and aryl C-pyranosides via a Ferrier rearrangement in excellent yields. Use of the organozinc species, CF3CO2ZnPh, reacted with high stereoselectivity to give the phenyl C-glycosides. Arylzinc chlorides could also be successfully applied to this reaction in the presence of BF 3?OEt2.
Synthesis of C-aryl-Δ2,3-glycopyranosides via uncatalyzed addition of triarylindium reagents to glycals
Price, Sarah,Edwards, Stephen,Wu, Tiffany,Minehan, Thomas
, p. 5197 - 5201 (2007/10/03)
2,3-Unsaturated-C-aryl glycopyranosides are important intermediates in the synthesis of medicinally important C-aryl glycosides. Treatment of glycal acetates with triarylindiums in ether at room temperature gives good yields of C-aryl-Δ2,3-glyc
SUBSTITUTION REACTIONS OF 2-BENZENESULPHONYL CYCLIC ETHERS WITH CARBON NUCLEOPHILES
Brown, Dearg S.,Bruno, Maurizio,Davenport, Raymond J.,Ley, Steven V.
, p. 4293 - 4308 (2007/10/02)
Direct substitution of 2-benzenesulphonylcyclic ethers was studied using a variety of carbon nucleophiles.These nucleophiles included organozinc reagents (derived from aryl, vinyl and alkynyl Grignard reagents) or silyl enol ethers, silyl ketene acetals,
