Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan.
J Org Chem. 2012 Jun 1;77(11):5098-107. doi: 10.1021/jo300646j. Epub 2012 May 16.
The highly stereoselective total synthesis of nemorosone via a new approach to the bicyclo[3.3.1]nonane-2,4,9-trione core which features intramolecular cyclopropanation of an α-diazo ketone, stereoselective alkylation at the C8 position, and regioselective ring-opening of cyclopropane is described. The total synthesis of nemorosone includes chemo- and stereoselective hydrogenation directed by the internal alkene.
通过一种新方法实现了高度立体选择性的内罗莫酮全合成，该方法的关键步骤包括：α-重氮酮的分子内环丙烷化、C8 位的立体选择性烷基化以及环丙烷的区域选择性开环。内罗莫酮的全合成包括内部烯烃导向的化学和立体选择性氢化。
