- Rhodium(II)-catalyzed enantioselective C-H functionalization of indoles.
Rhodium(II)-catalyzed enantioselective C-H functionalization of indoles.
Journal of the American Chemical Society (2011-01-27)
Andrew DeAngelis, Valerie W Shurtleff, Olga Dmitrenko, Joseph M Fox
PMID21265565
摘要
A catalytic, enantioselective method for the C-H functionalization of indoles by diazo compounds has been achieved. With catalytic amounts of Rh(2)(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.