The highly enantioselective synthesis of densely functionalized 2,3-indoline-cyclobutanes by means of chiral gold catalysis is presented. Intermolecular formal [2+2]-cycloaddition reactions between substituted indoles and allenamides enabled direct access to methylenecyclo- butane-fused indolines, featuring two consecutive quaternary stereo- genic centers with excellent stereochemical control (dr 4 20:1, ee up to 99%).
Minqiang Jia, Magda Monari, Qing-Qing Yang, Marco Bandini (2015). Enantioselective gold catalyzed dearomative [2+2]-cycloaddition between indoles and allenamides. CHEMICAL COMMUNICATIONS, 51, 2320-2323 [10.1039/c4cc08736d].
Enantioselective gold catalyzed dearomative [2+2]-cycloaddition between indoles and allenamides
JIA, MINQIANGMethodology
;MONARI, MAGDAMethodology
;BANDINI, MARCO
Conceptualization
2015
Abstract
The highly enantioselective synthesis of densely functionalized 2,3-indoline-cyclobutanes by means of chiral gold catalysis is presented. Intermolecular formal [2+2]-cycloaddition reactions between substituted indoles and allenamides enabled direct access to methylenecyclo- butane-fused indolines, featuring two consecutive quaternary stereo- genic centers with excellent stereochemical control (dr 4 20:1, ee up to 99%).| File | Dimensione | Formato | |
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