title: Michael addition reactions of some nucleobases to 1-(4,6-O-benzylidene-2,3-didehydro-2,3-dideoxy-3-nitro-beta-D- hexopyran osyl) uracil.
abstract: Michael addition of cytosine, N4-dimethyl-aminomethylidene-cytosine, uracil and thymine to the nitroolefin (2) generated in situ from 1-(4,6-O-benzylidene-3-deoxy-3-nitro-beta-D-glucopyranosyl)-uracil (1) gave the corresponding 2-(N1-pyrimidinyl)-2,3-dideoxy-3-nitro-beta-D-glucopyranosides (3-6). Compound 3 was also obtainable from 4.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Hibino
authors.forename: K
authors.initials: K
authors.lastname: Minamoto
authors.forename: S
authors.initials: S
authors.lastname: Suzuki
authors.forename: T
authors.initials: T
authors.lastname: Ukai
mesh_terms: D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry*; D003596:Cytosine / Q000031:analogs & derivatives / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013941:Thymine / Q000737:chemistry*; D014498:Uracil / Q000737:chemistry*; D014529:Uridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: C113081:1-(4,6-O-benzylidene-2,3-didehydro-2,3-dideoxy-3-nitrohexopyranosyl)uracil; D019086:Bridged Bicyclo Compounds, Heterocyclic; D007202:Indicators and Reagents; D009705:Nucleosides; D014498:Uracil; D003596:Cytosine; D013941:Thymine; D014529:Uridine