title: Copper-catalyzed highly enantioselective cyclopentannulation of indoles with donor-acceptor cyclopropanes.
abstract: 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.
authors: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
authors: Hu
authors: H
authors: Xiong
authors: Hao
authors: H
authors: Xu
authors: Saihu
authors: S
authors: Liao
authors: Zuowei
authors: Z
authors: Xie
authors: Yong
authors: Y
authors: Tang
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003517:Cyclopentanes / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
chemical_list: D003517:Cyclopentanes; D003521:Cyclopropanes; D007211:Indoles; D003300:Copper