First total synthesis of (+)-pentandranoic acid A

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• 作者：Li Ren ; ^{li.ren@arraybiopharma.com} ; Edward Piers
• 关键词：Diterpenoid synthesis ; Ring contraction ; Selective diol oxidation
• 刊名：Tetrahedron Letters
• 出版年：2012
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：27 June, 2012
• 卷：53
• 期：26
• 页码：3329-3332
• 文件大小：598 K

摘要

The first total synthesis of (+)-pentandranoic acid A (1) was accomplished in 14 steps, starting from alcohol 3. Our synthesis features several key transformations, such as an ozonolysis-aldol cyclization-dehydration ring contraction sequence and a selective 1,4-diol oxidation, and provides an efficient synthetic route to this rare clerodane diterpenoid.