Catalytic enantioselective indium-mediated allylation of hydrazones.
[reaction: see text] A facile and highly selective indium-mediated allylation of hydrazones utilizing BINOL ligands is described. Chiral (R)-3,3'-bistrifluoromethylBINOL afforded homoallylic amines in up to 97% ee with stoichiometric ligand. Employing only 10 mol % ligand afforded selectivity of up to 92% ee.
Cook
Gregory R
GR
Department of Chemistry and Molecular Biology, North Dakota State University, Fargo, North Dakota 58105-5516, USA. gregory.cook@ndsu.edu
Kargbo
Robert
R
Maity
Bikash
B
D002384:Catalysis; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry; D007204:Indium / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry*; D013237:Stereoisomerism
C406944:BINOL, naphthol; D006835:Hydrazones; D008024:Ligands; D009284:Naphthols; D007204:Indium