Rhodium(II)-Catalyzed Enantioselective C−H Functionalization of Indoles
Authors:
- 25 January 2011
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 133 (6) , 1650-1653
Abstract
A catalytic, enantioselective method for the C−H functionalization of indoles by diazo compounds has been achieved. With catalytic amounts of Rh2(S-NTTL)4, the putative Rh−carbene intermediates from α-alkyl-α-diazoesters react with indoles at C(3) to provide α-alkyl-α-indolylacetates in high yield and enantioselectivity. From DFT calculations, a mechanism is proposed that involves a Rh−ylide intermediate with oxocarbenium character.Keywords
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