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.
Hadzić
Pavle
P
Faculty of Sciences, Institut za hemiju, University of Novi Sad, Trg D. Obradovica 3, 21000, Serbia and Montenegro, Novi Sad, Yugoslavia. hadzic@eunet.yu
Vukojević
Nada
N
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