Synfacts 2007(5): 0506-0506  
DOI: 10.1055/s-2007-968459
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Addition of Ketonitriles to Aldehydes Using A Titanium Complex

Contributor(s): Hisashi Yamamoto, Marina Naodovic
S. Lundgren, E. Wingstrand, C. Moberg*
KTH School of Chemical Science and Engineering, Stockholm, Sweden
Further Information

Publication History

Publication Date:
24 April 2007 (online)


Although chiral enantiomerically pure O-acylated cyanohydrins are accessible through several indirect methods, reported here is by far the most superior one-pot procedure. The authors have demonstrated the capability of dual activation of reacting species via a Lewis acid-Lewis base catalytic system and successfully employed this system to obtain highly enantioenriched cyanohydrins. A high level of enantioselectivity is obtained with both aromatic and aliphatic aldehydes. In addition, various ketonitriles provide products with high ee values.