Dataset Information
Rhodium(II)-catalyzed enantioselective C-H functionalization of indoles.
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ABSTRACT:
SUBMITTER: DeAngelis A
PROVIDER: S-EPMC3144986 | biostudies-literature | 2011 Feb
REPOSITORIES: biostudies-literature
Publications
Rhodium(II)-catalyzed enantioselective C-H functionalization of indoles.
Journal of the American Chemical Society 20110125 6
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. ...[more]