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Synfacts 2006(10): 1042-1042  
DOI: 10.1055/s-2006-949339
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

1,4-Amino Alcohols with Cyclopropane Backbone for Diethylzinc Addition

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
J. Zhong, M. Wang, H. Guo, M. Yin, Q. Bian, M. Wang*
China Agricultural University, Beijing, P. R. of China
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Publication History

Publication Date:
21 September 2006 (online)

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Significance

A new type of ligand for asymmetric reactions was developed. 1,4-Amino alcohols with a cylopropane backbone were synthesized in three steps from readily available materials. This starting material is rather cheap because it is a synthetic intermediate of an insecticide. The synthetic scheme is amenable to variation of important features such as the amine substituents and the substituents on the alcohol carbon (in this case only H2 and Ph2 shown). The ligands proved to be good chiral inductors for the asymmetric addition of diethylzinc to aromatic aldehydes.