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Pure Appl. Chem., 2008, Vol. 80, No. 4, pp. 743-749

Chiral phenyl-bis(oxazoline) as an efficient auxiliary for asymmetric catalysis

Hisao Nishiyama, Jun-ichi Ito, Takushi Shiomi, Toru Hashimoto, Takeshi Miyakawa and Megumi Kitase

Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa, Nagoya 464-8603, Japan

Abstract: A new class of phenyl-bis(oxazoline) auxiliaries was readily prepared from isophthaloyl chloride and appropriate β-amino alcohols, and the derived rhodium complexes underwent new cyclization reactions at the metal center and exhibited high catalytic efficiency for asymmetric conjugate reduction of α,β-unsaturated carbonyl compounds and reductive aldol reactions of aldehydes and ketones.