Synthetic studies of an 18-membered antitumor macrolide, tedanolide. 5. Stereoselective synthesis of the C13-C23 part via condensation of two fragments, C13-C17 and C18-C21, by taking advantage of the 3,4-dimethoxybenzyl protecting group.
Synthetic studies of an 18-membered antitumor macrolide, tedanolide. 5. Stereoselective synthesis of the C13-C23 part via condensation of two fragments, C13-C17 and C18-C21, by taking advantage of the 3,4-dimethoxybenzyl protecting group.
复制标题
18 元抗肿瘤大环内酯类药物 tedanolide 的合成研究。
DOI：
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发表时间：
1999
影响因子：
1.7
通讯作者：
J. Uenishi
中科院分区：
文献类型：
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作者：
B. Zheng;A. Maeda;M. Mori;S. Kusaka;O. Yonemitsu;T. Matsushima;N. Nakajima;J. Uenishi
利用3,4-二甲氧基苯基保护基团，以Evans不对称醛醇反应制备的C13-C17醛(6)与C18-C21碘烯烃（5b）偶联，以甲基(R)-和(S)-3-羟基-2-甲基丙酸酯(9)为起始原料，实现了C13-C23部分(8)的高效立体选择性合成。
An efficient and stereoselective synthesis of the C13-C23 part (8) was achieved starting from methyl (R)- and (S)-3-hydroxy-2-methylpropionates (9) via coupling of the C13-C17 aldehyde (6), prepared by Evans asymmetric aldol reaction, with the C18-C21 iodoalkene (5b) by taking advantage of the 3,4-dimethoxybenzyl protecting group.