Ohmiya Hirohisa, Makida Yusuke, Tanaka Tatsunori, Sawamura Masaya
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
J Am Chem Soc. 2008 Dec 24;130(51):17276-7. doi: 10.1021/ja808673n.
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 AgSbF(6) with high gamma-selectivity and E/Z-selectivity. The reaction of an optically active allylic acetates with an alpha-stereogenic center proceeded with excellent alpha-to-gamma chirality transfer with syn-selectivity and gave the corresponding optically active allyl-aryl coupling products with a stereogenic center at the benzylic position.
在催化量的Pd(OAc)₂、1,10-菲咯啉和AgSbF₆存在下，烯丙基乙酸酯与芳基硼酸之间发生烯丙基-芳基偶联反应，具有高γ-选择性和E/Z-选择性。具有α-立体中心的旋光性烯丙基乙酸酯的反应以优异的α到γ手性转移和顺式选择性进行，得到在苄基位置具有立体中心的相应旋光性烯丙基-芳基偶联产物。
