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A chiral rhodium carboxamidate catalyst for enantioselective C-H amination.

ABSTRACT: Rh2(S-nap)4, a chiral dirhodium tetracarboxamidate complex, has been developed and shown to be an effective catalyst for the asymmetric, intramolecular C-H amination of sulfamate esters. Enantiomeric excesses range from 60-99% for a collection of disparately substituted 3-arylpropylsulfamates. In addition, Rh2(S-nap)4 is found to promote chemoselective allylic C-H oxidation of unsaturated sulfamates, a property not observed with other dirhodium complexes tested to date.

SUBMITTER: Zalatan DN

PROVIDER: S-EPMC2597189 | biostudies-literature | 2008 Jul

REPOSITORIES: biostudies-literature

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A chiral rhodium carboxamidate catalyst for enantioselective C-H amination.

Zalatan David N DN Du Bois J J

Journal of the American Chemical Society 20080627 29

Rh2(S-nap)4, a chiral dirhodium tetracarboxamidate complex, has been developed and shown to be an effective catalyst for the asymmetric, intramolecular C-H amination of sulfamate esters. Enantiomeric excesses range from 60-99% for a collection of disparately substituted 3-arylpropylsulfamates. In addition, Rh2(S-nap)4 is found to promote chemoselective allylic C-H oxidation of unsaturated sulfamates, a property not observed with other dirhodium complexes tested to date. ...[more]

PMID: 18582043

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