Palladium-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling between Allylic Acetates and Arylboronic Acids
Hirohisa Ohmiya, Yusuke Makida, Tatsunori Tanaka and Masaya Sawamura*
*Department of Chemistry, Faculty of Science, Hokkaido
University, Sapporo 060-0810, Japan, Email: sawamura
sci.hokudai.ac.jp
H. Ohmiya, Y. Makida, T. Tanaka, M. Sawamura, J. Am. Chem. Soc., 2008, 130, 17276-17277.
DOI: 10.1021/ja808673n
Abstract
Allyl-aryl coupling between allylic acetates and arylboronic acids took place in the presence of catalytic amounts of Pd(OAc)2, 1,10-phenanthroline, and AgSbF6 with high γ-selectivity and E:Z-selectivity. The reaction of an optically active allylic acetate with an α-stereogenic center proceeded with excellent α-to-γ chirality transfer.
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Key Words
ID: J48-Y2008-3850
