Journal of Organic Chemistry p. 5401 - 5408 (1991)
Update date:2022-08-04
Topics:
Haraguchi, Kazuhiro
Tanaka, Hiromichi
Maeda, Hideaki
Itoh, Yoshiharu
Saito, Shigeru
Miyasaka, Tadashi
Introduction of a phenylseleno group to the sugar portion of uracil nucleosides and selenoxide elimination reactions of the resulting selenium-containing derivatives are described.A phenylselenide anion prepared by reducing (PhSe)2 with LiAlH4 was found to be highly reactive.By using this selenide as a nucleophile, ring openings of various types of cyclonucleosides and nucleosides having an anhydro structure in the sugar portion were accomplished.The products, which contain a phenylseleno group in the sugar portion, were oxidized with m-CPBA in CH2Cl2, and their susceptibility to the selenoxide elimination and regiochemistry of the reaction was investigated.
View MoreShanghai Taibao Pharmaceutical Technology Co., Ltd(expird)
Contact:021-52217366
Address:shanghai
Contact:+33-5-34012600
Address:28 ZA des Pignès
Yangling Ciyuan biotech Co., Ltd.
Contact:86-15802970736
Address:2-1804, International Park Mansion, No.2, South Fengdeng Road, Lianhu District
Contact:+86-0512-88957371
Address:shanghai
Contact:13120882795；+86-21-34621078;+86-021-31122318
Address:Suite 2,No.2715 Longwu Road
Doi:10.1016/S0022-328X(00)84978-5
(1973)Doi:10.1016/S0008-6215(00)84219-6
(1978)Doi:10.1080/00397919708006059
(1997)Doi:10.1007/BF01141713
(1984)Doi:10.1021/jo01319a052
(1979)Doi:10.1246/bcsj.51.3008
(1978)
