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Enantioselective total synthesis of Aigialomycin D
Lu Jiangping #,Ma Junying #,Xie Xingang #,Chen Bo
Department of Chemistry,Lanzhou University
*Correspondence author
#Submitted by
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Funding: 教育部博士点基金(No.20040730008)
Opened online:14 February 2006
Accepted by: none
Citation: Lu Jiangping ,Ma Junying ,Xie Xingang .Enantioselective total synthesis of Aigialomycin D[OL]. [14 February 2006] http://en.paper.edu.cn/en_releasepaper/content/5229
 
 
An efficient, convergent approach for the total synthesis of aigialomycin D (1) is described. Key features of the synthetic strategy include (a) Sharpless asymmetric epoxidation reaction and selective opening 2,3-epoxy alcohol to elaborate the two hydroxy-bearing stereogenic centers at C5’and C6’ position; (b) Kocienski modified Julia protocol to construct the two E-configured double bonds; (c) Yamaguchi macrolactonization to acccess the 14-membered macrocyclic ring.
Keywords:Total synthesis, Titanium-assisted regioselective opening of 2,3-epoxy alcohol, Kocienski modified Julia coupling, Yamaguchi macrolactonization.
 
 
 

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