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Construction of Chiral Tricyclic Indoles through a Rhodium-Catalyzed Asymmetric Arylation Protocol
- Wu, Chun-Yan, Yu, Yue-Na, Xu, Ming-Hua
- Organic letters 2017 v.19 no.2 pp. 384-387
- Lewis bases, acids, arylation, chemical structure, esters, indoles, rhodium
- 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.