Asymmetric synthesis of pedamide using I_2-induced heterocyclization to construct the skeleton
Asymmetric synthesis of pedamide using I_2-induced heterocyclization to construct the skeleton作者机构：State Key Laboratory of Applied Organic Chemistry Lanzhou University Lanzhou 730000 PR China
出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)
年 卷 期：2009年第20卷第7期
页 面：775-778页
核心收录：
学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 080203[工学-机械设计及理论] 070303[理学-有机化学] 0703[理学-化学] 0802[工学-机械工程]
基 金：the financial support of the National Natural Science Foundation of China(No.20672050)
主 题：Synthesis Pedamide Pederin
摘 要：An alternative approach to synthesize pedamide, a key building block of pederin was described. Iodine-induced asymmetric heterocyclization was used as the key step to construct the skeleton, a tetrahydropyran ring with three chiral centers. Brown＇s asymmetric allylation and Lewis acid-mediated allylation were investigated to introduce chains and chiral alcohols. Sharpless dihydroxylation decorated the side chain. And high optically pure target was obtained by removing the epimers formed in these reactions on column chromatography.C2009 Ji Jun Xue. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All fights reserved.
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