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Paper | Special issue | Vol 97, No. 2, 2018, pp.729-743
Published online, 5th March, 2018
DOI: 10.3987/COM-18-S(T)42
β-Selective D-Psicofuranosylation of Pyrimidine Bases and Thiols

Atsushi Ueda,* Yuri Nishimura, Yui Makura, Masakazu Tanaka, and Jun'ichi Uenishi

*Department of Molecular Medicinal Sciences, Graduate School of Biomedical Sciences, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan


N-Glycosidation of D-psicofuranosyl donor 1 with pyrimidine bases took place β-selectively in a β/α-ratio of 8:1 ~ 7:1. For S-glycosidation, 3,4-O-(3-pentylidene)-protected D-psicofuranosyl donor 15 was effective to increase β-selectivity up to 7:1.