Synthesis 2004(14): 2411-2417  
DOI: 10.1055/s-2004-829189
PSP
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis and Reactivity of Dienyl Zirconocene Derivatives

Nicka Chinkov, Swapan Majumdar, Ilan Marek*
Department of Chemistry and Institute of Catalysis Science and Technology, Technion-Israel Institute of Technology Technion City, Haifa 32000, Israel
e-Mail: chilanm@tx.technion.ac.il;
Further Information

Publication History

Received 26 April 2004
Publication Date:
30 July 2004 (online)

Abstract

Stereoselective dienyl zirconocene derivatives have been prepared via a tandem allylic C-H bond activation isomerization-elimination reaction. These reagents can be either trapped directly with electrophiles or transmetalated to copper to participate in several carbon-carbon bond formations. When the transmetalation is performed on allylic as well as vinylic zirconocene derivatives, the reaction occurs with inversion of stereochemistry of the dienyl system.