Reversal of enantioselective Friedel-Crafts C3-alkylation of pyrrole by slightly tuning the amide units of N,N ' dioxide ligands
Reversal of enantioselective Friedel-Crafts C3-alkylation of pyrrole by slightly tuning the amide units of N,N ' dioxide ligands
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DOI：
10.1039/c4cc10055g
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发表时间：
2015
影响因子：
4.9
通讯作者：
Feng Xiaoming
中科院分区：
文献类型：
--
作者：
Zhang Yulong;Yang Na;Liu Xiaohua;Guo Jing;Zhang Xiying;Lin Lili;Hu Changwei;Feng Xiaoming
N,N'-二氧化物的手性 Ni(II) 配合物在催化 2,5-二甲基吡咯不对称 Friedel-Crafts C3-烷基化反应生成 β,γ-不饱和 α-酮酯方面表现出高催化活性和对映选择性。通过稍微调整酰胺单元，使用源自相同类型的 L-雷米普利手性源的配体实现了对映选择性的戏剧性逆转。
Chiral Ni(II)-complexes of N,N′-dioxides show high catalytic activity and enantioselectivity in catalysing the asymmetric Friedel–Crafts C3-alkylation of 2,5-dimethyl pyrrole to β,γ-unsaturated α-ketoesters. A dramatic reversal of enantioselectivity is realized with ligands derived from the same type of chiral source of L-ramipril, by slightly tuning the amide units.