Fukui Yurie, Narita Koichi, Katoh Tadashi
Laboratory of Synthetic and Medicinal Chemistry, Faculty of Pharmaceutical Sciences, Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai, 981-8558 (Japan), Fax: (+81) 22-727-0135.
Chemistry. 2014 Feb 24;20(9):2436-9. doi: 10.1002/chem.201304809. Epub 2014 Jan 30.
Dysidavarone A, a structurally unprecedented sesquiterpenoid quinone, was synthesized in 30 % overall yield in a longest liner sequence of 13 steps from commercially available o-vanillin. A highly strained and bridged eight-membered carbocyclic core was established by the C7-C21 carbon bond formation through a copper enolate mediated Michael addition to the internal quinone ring.
二西达瓦酮A是一种结构前所未有的倍半萜醌，以市售邻香草醛为原料，经13步最长线性序列合成，总收率为30%。通过烯醇铜介导的迈克尔加成到内醌环上形成C7-C21碳键，构建了一个高度张力的桥连八元碳环核心。
