利用含铂羰基叶立德的分子间[3+2]环加成反应全合成（±）-恩格勒菌素A
Total Synthesis of (±)-Englerin A Using An Intermolecular [3+2] Cycloaddition Reaction of Platinum-Containing Carbonyl Ylide.
作者信息
Kusama Hiroyuki, Tazawa Aoi, Ishida Kento, Iwasawa Nobuharu
机构信息
Department of Chemistry, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro-ku, Tokyo, 152-8551, Japan.
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo, 171-8588, Japan.
出版信息
Chem Asian J. 2016 Jan;11(1):64-7. doi: 10.1002/asia.201500935. Epub 2015 Oct 8.
Total synthesis of (±)-Englerin A has been achieved starting from γ,δ-ynone 5 in 14 steps. The key feature of this synthesis is the highly efficient and stereoselective preparation of 8-oxabicyclo[3.2.1]octane derivative 6, a core skeleton of Englerin A, based on an inverse electron-demand [3+2] cycloaddition reaction of the platinum-containing carbonyl ylide, which was developed in our laboratory.
从γ,δ-炔酮5出发，经过14步实现了(±)-恩格勒菌素A的全合成。该合成的关键特征是基于我们实验室开发的含铂羰基叶立德的逆电子需求[3+2]环加成反应，高效且立体选择性地制备8-氧杂双环[3.2.1]辛烷衍生物6，它是恩格勒菌素A的核心骨架。
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