Kato Ranmaru, Suzuki Takahiro, Tanino Keiji
Graduate School of Chemical Sciences and Engineering, Hokkaido University, Sapporo 060-0810, Japan.
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
Chem Commun (Camb). 2024 Jun 25;60(52):6619-6622. doi: 10.1039/d4cc02273d.
A new method to synthesise functionalised cycloheptatrienes was established using the anionic 8π-electrocyclic reaction of β-ketoester-derived dienyne substrates. The cyclised products were converted to a variety of cycloheptatriene derivatives including tropones. Using this method, a concise, first total synthesis of (-)-orobanone, a natural sesquiterpenoid, was achieved.
利用β-酮酯衍生的二烯炔底物的阴离子8π-电环化反应，建立了一种合成官能化环庚三烯的新方法。环化产物可转化为包括卓酚酮在内的多种环庚三烯衍生物。使用该方法，实现了天然倍半萜（-）-奥洛班酮的简洁首次全合成。
