Chiral imidodiphosphoric acids were employed as efficient catalysts in the enantioselective addition reaction of pyrrole and indoles to 3-vinylindoles. A series of optically active 1,1,1-triarylethmanes bearing quaternary stereocenters were synthesized in excellent yields (up to 99% yield) and enantioselectivities (up to 98% ee). Gram-scale reactions of and as well as and demonstrated the synthetic utility of this methodology. Control experiments showed that the formation of a double H-bond between the catalyst and substrates is necessary for an excellent outcome.
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http://dx.doi.org/10.1021/acs.joc.9b02024 | DOI Listing |
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