Download PDF
Synfacts 2008(3): 0286-0286  
DOI: 10.1055/s-2008-1042689
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Cyclopropanation by Rhenium(I) Bi- and Terpyridine Tricarbonyl Complexes

Contributor(s):Hisashi Yamamoto, Matthew B. Boxer
C.-T. Yeung, P.-F. Teng, H.-L. Yeung, W.-T. Wong, H.-L. Kwong*
City University of Hong Kong and The University of Hong Kong, P. R. of China
Catalytic and Asymmetric Cyclopropanation of Alkenes Catalysed by Rhenium(I) Bipyridine and Terpyridine Tricarbonyl Complexes
Org. Biomol. Chem.  2007,  3859-3864  
Further Information

Publication History

Publication Date:
21 February 2008 (online)

 PDF Download Permissions and Reprints

Key words

cyclopropanation - rhenium - carbenes

Significance

This paper describes the use of a variety of bi- and terpyridine ligands for the rhenium-catalyzed cyclopropanation of ethyl diazoacetate as well as a few other diazo compounds. The reaction proceeds with good diastereoselectivity and use of chiral ligands gives moderate ee values.

Comment

The majority of rhenium carbene complexes are used for olefin metathesis and olefination of carbonyls. This is a nice report which utilizes these compounds for cyclopropanation. A reasonable number of aryl-conjugated alkenes as well as cyclohexene can be applied in this reaction.

   Permissions and Reprints