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Communication | Special issue | Vol 72, No. 1, 2007, pp.133-138
Published online, 12th January, 2007
DOI: 10.3987/COM-06-S(K)24
New Preparation of Tridentate Bis-oxazoline Carbazole Ligand Effective for Enantioselective Nozaki-Hiyama Reaction

Masahiro Inoue and Masahisa Nakada*

*Department of Chemistry, School of Science and Engineering, Waseda University, 3-4-1 Okubo, Shinjuku-ku, Tokyo 169-8555, Japan


A new preparation of the tridentate bis-oxazoline carbazole ligand 1 is described. This method features direct formation of the amide, which is a precursor of the ligand 1, via the Pd-catalyzed amidation and following BF3·OEt2 mediated oxazoline formation. This method required only 2 steps from the aryl iodide to form the bis-oxazoline ligand; hence, it would be generally used for preparing other bis-oxazoline ligands.