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 MoreRefine Chemicals Science & Technology Technology Developing Co., Ltd.
Contact:+86-22-87899130
Address:No.12,west keyan road,Tianjin City
Hefei TNJ chemical industry co.,ltd
website:https://www.tnjchem.com
Contact:+86-551-65418695
Address:B911 Xincheng Business Center, Qianshan Road, Hefei Anhui China
Fuxin Jintelai Fluorin Chemical Co., Ltd.
Contact:+86-0418-8229599
Address:, 7th Huagong Road, Fluorine industry development zone (Yimatu Town,Fumeng County),Fuxin City, Liaoning Province, China
Chongqing Yawei Fine Chemical Co.,Ltd
Contact:0086-23-62849407
Address:Ziyou village, Nanquan town, Banan district, Chongqing China
Xian Changyue Biological Technology Co., Ltd.
website:https://www.xachangyue.com/
Contact:+86-029-62886900
Address:Keji Road NO.70
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)