Mitsudo Koichi, Kawaguchi Takashi, Miyahara Seiji, Matsuda Wataru, Kuroboshi Manabu, Tanaka Hideo
Department of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushima-Naka, Okayama 700-8530, Japan.
Org Lett. 2005 Oct 13;7(21):4649-52. doi: 10.1021/ol051776d.
[reaction: see text] The electrooxidative glycosylation of newly designed 1-arylthio-substituted 2,3-dideoxyglycosides is described. The halide salt-mediated electrooxidation utilizing either of the alpha- or beta-thiodideoxyglycosides proceeded smoothly at -78 degrees C to give dideoxynucleosides in a beta-selective manner, presumably through a 1-halo-substituted glycosyl donor.
[反应：见正文] 本文描述了新设计的1-芳硫基取代的2,3-二脱氧糖苷的电氧化糖基化反应。利用α-或β-硫代脱氧糖苷中的任一种进行的卤化物盐介导的电氧化反应在-78℃下顺利进行，以β-选择性方式生成二脱氧核苷，推测是通过1-卤代取代的糖基供体实现的。
