Asymmetric synthesis of pedamide using I2-induced heterocyclization to construct the skeleton

Asymmetric synthesis of pedamide using I2-induced heterocyclization to construct the skeleton De Gang Liu;Ji Jun Xue;Zhi Xiang Xie;Li Ping Wei;Hua Bing Zhang;Ying Li

【期刊名称】《中国化学快报（英文版）》

【年(卷),期】2009(020)007

【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.

【总页数】4页(775-778)

【关键词】

【作者】De Gang Liu;Ji Jun Xue;Zhi Xiang Xie;Li Ping Wei;Hua Bing Zhang;Ying Li

【作者单位】State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, PR China;State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, PR China;State Key Laboratory of Applied Organic Chemistry, Lanzhou