State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
J Am Chem Soc. 2013 May 29;135(21):7851-4. doi: 10.1021/ja4042127. Epub 2013 May 17.
A highly diastereo- and enantioselective BOX/Cu(II)-catalyzed C2,C3-cyclopentannulation of indoles with donor-acceptor cyclopropanes has been developed on the basis of asymmetric formal [3 + 2] cycloaddition of indoles. This reaction provides rapid and facile access to a series of enantioenriched cyclopenta-fused indoline products and can be further extended to the construction of tetracyclic pyrroloindolines. The synthetic potential of the reaction was demonstrated in a four-step synthesis of the core structure of borreverine.
基于吲哚与给体-受体环丙烷的不对称[3+2]环加成反应，开发了一种高非对映选择性和对映选择性的 BOX/Cu(II)催化吲哚的 C2,C3-环戊烷化反应。该反应为一系列具有丰富手性的环戊并吲哚啉产物的快速、简便的合成提供了途径，并且可以进一步扩展到四环吡咯并吲哚啉的构建。该反应的合成潜力在波瑞维林核心结构的四步合成中得到了证明。
