Diastereoselective hydrogenations of α-alkyl α-(2, 3, 4, 6-tetra-O-acetyl-β-D-glucopyranosyloxy) methylene carbonyl compounds. New route to stereopure α-alkyl α- …
DS Larsen, A Schofield, RJ Stoodley…
文献索引：Larsen, David S.; Schofield, Anthony; Stoodley, Richard J.; Tiffin, Peter D. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 20 p. 2487 - 2495
Wittig condensation of the stabilised phosphoranes 9, 10 and 26 with 1-formyl-2, 3, 4, 6-tetra- O-acetyl-β-D-glucopyranose 11 leads to the vinylogous carbonates 12, 13 and 22. The salts 27–30 and 44, prepared from the corresponding carbonyl compounds, ethyl formate and sodium methoxide, react with acetobromoglucose 21 to give compounds 22–25 and 43. The vinylogous esters/carbonates 12, 13, 22–25 and 43 undergo stereoselective catalytic ...
