Synthesis 2004(13): 2186-2190  
DOI: 10.1055/s-2004-829178
PAPER
© Georg Thieme Verlag Stuttgart · New York

An Improved Catalytic System, Pd(PPh3)4/PhCOOH Combined Catalyst, for the Allylation of Carbon Pronucleophiles with Allenes

Nitin T. Patil, Nirmal K. Pahadi, Yoshinori Yamamoto*
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan
e-Mail: yoshi@yamamoto1.chem.tohoku.ac.jp;
Further Information

Publication History

Received 21 April 2004
Publication Date:
27 July 2004 (online)

Abstract

The reaction of allenes with active methynes and methylenes proceeded smoothly in the presence of Pd(PPh3)4/PhCOOH combined catalyst to give the corresponding monoallylated products with E-stereoselectivity in good to high yields. This result is in marked contrast to the previous finding that the reaction of allenes with active methynes, in the presence of Pd2(dba)3·CHCl3/dppb catalyst, affords the allylation products in lower yield with lower stereoselectivities.