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Asymmetric Hydroformylation: Synthesis of Chiral Isoxazolines and Imidazoles
P. J. Thomas*, A. T. Axtell, J. Klosin*, W. Peng, C. L. Rand, T. P. Clark, C. R. Landis, K. A. Abboud
The Dow Chemical Company, Midland, University of Wisconsin-Madison and University of Florida, GainesVille, USA
23 August 2007 (online)
Methods giving access to heterocycles bearing a chiral substituent are of high interest. A practical synthesis of chiral heterocycles is described, in which the key step is an asymmetric hydroformylation using the highly selective diazaphospholane ligand 1 previously developed by the authors. The turnover frequencies (TOF) are the highest reported for asymmetric Rh-catalyzed hydroformylations (19400 h-1).