作者
KC Nicolaou, Robert D Groneberg, T Miyazaki, NA Stylianides, TJ Schulze, W Stahl
发表日期
1990/10
期刊
Journal of the American Chemical Society
卷号
112
期号
22
页码范围
8193-8195
出版商
American Chemical Society
简介
95 (Scheme IV), and 13*(Scheme IV) served as key building blocks for the total construction of 2. Scheme III summarizes the elaboration of intermediates 34 and 54 to the requisite key building blocks 4 and8, respectively. Thus, the acid chloride 4 was prepared by exposure of 3 to neat oxalyl chloride followed by removal of excess reagent under vacuum in essentially quantitative yield, whereas compound 8 was obtained from 5 via intermediates 6 and7 by sequential FMOC6 formation (96%), methyl glycoside hydrolysis (85% plus 4% recovered starting material), and glycosyl fiuoride formation (91%). Scheme IV summarizes the construction of key intermediate 19, which utilized glycosidations based on glycosyl fluoride technology7 and the Mitsunobu process8 as well as an oxime-
引用总数
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KC Nicolaou, RD Groneberg, T Miyazaki… - Journal of the American Chemical Society, 1990