Synfacts 2007(2): 0214-0214  
DOI: 10.1055/s-2006-955785
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Baylis-Hillman Reactions Catalyzed by Chiral Imidazolines

Contributor(s): Benjamin List, Michael Stadler
J. Xu, Y. Guan, S. Yang, Y. Ng, G. Peh, C.-H. Tan*
National University of Singapore, Singapore
Further Information

Publication History

Publication Date:
23 January 2007 (online)

Significance

Chiral imidazolines are used to generate enantioenriched Baylis-Hillman products in the reaction of electron-deficient aromatic aldehydes with acrylates or alkyl vinyl ketones. The reaction generates the products in moderate to very good yield and in moderate enantioselectivities. Reactions without solvent were found to be optimal for acrylates, while the corresponding reaction with ketones is best run in toluene.