Efficient nitrogen alkylation with carbohydrates.
Efficient nitrogen alkylation of various primary and secondary amines, including cyclic, heterocyclic and alkaloid type amines, with a sugar oxetane 3,5-anhydro-1,2-O-cyclohexylidene-alpha-D-xylofuranose is described. As a result, 5-amino-5-deoxy derivatives of xylofuranose were obtained in good yields.
Faculty of Sciences, Institut za hemiju, University of Novi Sad, Trg D. Obradovica 3, 21000, Serbia and Montenegro, Novi Sad, Yugoslavia. hadzic@eunet.yu
Pavle
P
Hadzić
Nada
N
Vukojević
D000478:Alkylation; D000588:Amines / Q000737:chemistry / Q000378:metabolism; D050260:Carbohydrate Metabolism; D002241:Carbohydrates / Q000737:chemistry*; D002625:Chemistry, Organic / Q000379:methods; D005663:Furans / Q000737:chemistry / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D009584:Nitrogen / Q000737:chemistry* / Q000378:metabolism; D015203:Reproducibility of Results; D013237:Stereoisomerism; D013696:Temperature; D013997:Time Factors
D000588:Amines; D002241:Carbohydrates; D005663:Furans; D009584:Nitrogen