piperidines has been researched along with 5-amino-5-deoxygalactopyranose* in 1 studies
1 other study(ies) available for piperidines and 5-amino-5-deoxygalactopyranose
Article | Year |
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A concise enantioselective entry to the synthesis of deoxy-azasugars.
[reaction: see text] A concise enantioselective preparation of oxazolidinylpiperidine 4, a key intermediate in the synthesis of glycosidase inhibitors such as 1-deoxymannojirimycin or 1-deoxygalactostatin, has been developed. Sharpless catalytic asymmetric epoxidation of (E)-2,4-pentadienol followed by treatment with allyl isocyanate afforded epoxy carbamate 8. Regioselective intramolecular ring opening promoted by sodium bis(trimethylsilyl)amide and ring-closing metathesis provided the bicyclic intermediate 4 in high enantiomeric purity. The four-step sequence takes place in 51% overall yield. Topics: 1-Deoxynojirimycin; Aza Compounds; Deoxy Sugars; Enzyme Inhibitors; Galactosamine; Glycoside Hydrolases; Molecular Structure; Piperidines; Stereoisomerism | 2000 |