160084-68-4Relevant academic research and scientific papers
Highly enantio- and regioselective allylic alkylations catalyzed by chiral [bis(dihydrooxazole)]molybdenum complexes
Glorius, Frank,Neuburger, Markus,Pfaltz, Andreas
, p. 3178 - 3196 (2007/10/03)
A series of chiral C2-symmetric bis[dihydrooxazoles] with a trans-1,2-diaminocyclohexane backbone was synthesized. In view of the promising results obtained by Trost et al. with related bis[pyridine] ligands, we tested these new ligands in the enantioselective molybdenum-catalyzed allylic alkylation of 1- and 3-monosubstituted allylic substrates. Enantiomer excesses of up to 98% and branched/linear ratios of up to 11:1 were obtained with (E)-3-(alkyl)allyl carbonates. (E)-3-Phenoxyallyl acetate gave a branched/linear ratio of > 20:1 and an ee of 98%. Crystal structures of the free ligand 7a and of its tricarbonylmolybdenum(0) complex 28 are reported.
