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吡唑啉酮配体的铱配合物在区域和对映选择性烯丙基取代反应中的应用。

Utility of the iridium complex of the pybox ligand in regio- and enantioselective allylic substitution.

作者信息

Miyabe Hideto, Matsumura Akira, Moriyama Katsuhiko, Takemoto Yoshiji

机构信息

Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.

出版信息

Org Lett. 2004 Nov 25;6(24):4631-4. doi: 10.1021/ol047915t.

Abstract

The viability of the iridium complex of pybox as chiral catalyst in allylic substitutions and the enantioselective synthesis of branched products was studied. Among several chiral ligands evaluated, the iridium complex of pybox having a phenyl group catalyzed the reaction with high activity to form the branched amines with good enantioselectivities when hydroxylamine, amine, and aniline were employed as a nucleophile. The allylic substitution with oximes proceeded smoothly to give the branched oxime ethers with good enantioselectivities. [reaction: see text]

摘要

研究了吡唑啉酮铱配合物作为手性催化剂在烯丙基取代反应以及支链产物对映选择性合成中的可行性。在评估的几种手性配体中,当使用羟胺、胺和苯胺作为亲核试剂时,带有苯基的吡唑啉酮铱配合物能以高活性催化反应,生成具有良好对映选择性的支链胺。肟的烯丙基取代反应顺利进行,得到具有良好对映选择性的支链肟醚。[反应:见正文]

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