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Construction of Chiral Tricyclic Indoles through a Rhodium-Catalyzed Asymmetric Arylation Protocol. 2017
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zuchongzhi Road, Shanghai 201203, China.
A rhodium/diene complex catalyzed asymmetric 1,4-addition of arylboronic acids to indole-derived α,β-unsaturated esters to access highly enantioenriched 3-(1H-indol-2-yl)-3-arylpropanoates has been developed. By taking advantage of the nucleophilic character of indole at C3 and N1 positions, construction of a series of valuable chiral tricyclic indole frameworks such as 2,3-dihydro-1H-pyrrolo[1,2-a]indoles and cyclopenta[b]indoles can be efficiently achieved.
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