Download PDF
Synfacts 2008(8): 0848-0848  
DOI: 10.1055/s-2008-1078561
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

trans-Selective Cyclopropanation of Arylidene and Alkylidene Malonates

Contributor(s): Hisashi Yamamoto, Pingfan Li
H. Jiang, X.-L. Sun, C.-Y. Zhu, L.-X. Dai, Y. Tang*
Shanghai Institute of Organic Chemistry, P. R. of China
Further Information

Publication History

Publication Date:
23 July 2008 (online)

    Permissions and Reprints

Significance

The catalytic version of the arsine-mediated cyclopropanation reaction is developed using tosylhydrazone salts in the presence of a rhodium catalyst. Good yields and high trans selectivity are obtained for a number of substrates. The proposed mechanism is well supported by the formation and suppression of byproducts.