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.

H Hibino, K Minamoto, S Suzuki, T Ukai

Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Japan.

Nucleic acids symposium series 1997

filter terms:

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.

Citation

H Hibino, K Minamoto, S Suzuki, T Ukai. 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. Nucleic acids symposium series. 1997(37):41-2