Kageyama S, Tsuchiya T, Umezawa S
Institute of Bioorganic Chemistry, Kawasaki, Japan.
J Antibiot (Tokyo). 1993 Aug;46(8):1265-78. doi: 10.7164/antibiotics.46.1265.
The 3-deoxy-3,4-didehydro derivatives of 5-O-mycaminosyltylonolide, 5-O-(4-deoxymycaminosyl)tylonolide, and desmycosin have been prepared by treatment of the corresponding 3-O-sulfonyl derivatives with NaI in 2-butanone as the key step. The mechanistic difference in the formation of the 2,3- and 3,4-unsaturated derivatives from the same 3-O-sulfonyl derivative is discussed.
以在2-丁酮中用碘化钠处理相应的3-O-磺酰基衍生物作为关键步骤，制备了5-O- mycaminosyltylonolide、5-O-(4-脱氧mycaminosyl)tylonolide和去甲万古霉素的3-脱氧-3,4-二脱氢衍生物。讨论了由相同的3-O-磺酰基衍生物形成2,3-和3,4-不饱和衍生物的机理差异。
