Total synthesis of acerogenins E, G and K, and centrolobol

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• 作者：Tetsuhiro Ogura ; Toyonobu Usuki ; ^{t-usuki@sophia.ac.jp}
• 关键词：Total synthesis ; Acerogenins ; Intramolecular coupling reaction ; Cyclophane ; Diarylheptanoids
• 刊名：Tetrahedron
• 出版年：2013
• 出版时间：1 April, 2013
• 年：2013
• 卷：69
• 期：13
• 页码：2807-2815
• 全文大小：652 K

文摘

The first total synthesis of the diarylheptanoid acerogenins E and K, isolated from Acer nikoense MAXIM., is described. Formation of the 13-membered m,m-cyclophane skeleton was successfully achieved on the basis of a domino process involving a Miyaura arylborylation-intramolecular Suzuki reaction. The cyclization precursor was prepared via a Wittig reaction and Claisen-Schmidt condensation, which proceeded in moderate yields. The total synthesis of acerogenin G and centrolobol was also achieved from a common synthetic intermediate.