A chiral rhodium carboxamidate catalyst for enantioselective C-H amination.
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.
Zalatan
David N
DN
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA.
Du Bois
J
J
D000498:Allyl Compounds / Q000737:chemistry; D000577:Amides / Q000737:chemistry; D000586:Amination; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D001555:Benzene Derivatives / Q000737:chemistry; D002264:Carboxylic Acids / Q000138:chemical synthesis; D002384:Catalysis; D004952:Esters / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013451:Sulfonic Acids / Q000737:chemistry
D000498:Allyl Compounds; D000577:Amides; D000588:Amines; D001555:Benzene Derivatives; D002264:Carboxylic Acids; D004952:Esters; D009942:Organometallic Compounds; D013451:Sulfonic Acids; C005741:sulfamic acid; D012238:Rhodium