Asymmetric intermolecular boron Heck-type reactions via oxidative palladium(II) catalysis with chiral tridentate NHC-amidate-alkoxide ligands.

Asymmetric intermolecular boron Heck-type reactions via oxidative palladium(II) catalysis with chiral tridentate NHC-amidate-alkoxide ligands.
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DOI:
10.1021/jo901977n
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发表时间:
2010-01-01
影响因子:
3.6
通讯作者:
Jung, Kyung Woon
Jung, Kyung Woon
中科院分区:
化学2区
文献类型:
--
作者:
Yoo, Kyung Soo;O'Neill, Justin;Sakaguchi, Satoshi;Giles, Richard;Lee, Joo Ho;Jung, Kyung Woon

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手性二聚三齿NHC-酰胺化醇盐钯(II)配合物3a和3b在室温下实现了芳基硼酸与无环和环状烯烃的氧化硼Heck反应,得到了相应的高对映选择性偶联产物。高程度的对映体选择性,远上级现有的方法,源于在非键的相互作用在建议的过渡态的差异,由于从大体积的取代基的烯烃底物和“反轴基团”的钯(II)催化剂的影响。
Chiral dimeric tridentate NHC-amidate-alkoxide palladium(II) complexes, 3a and 3b, effected oxidative boron Heck-type reactions of aryl boronic acids with both acyclic and cyclic alkenes at room temperature to afford the corresponding coupling products with high enantioselectivities. The high degree of enantioselection, far superior to existing methods, stems from differences in the non-bonding interactions in the proposed transition states, due to the influence from bulky substituents of the alkene substrates and the “counter axial groups” of the palladium (II) catalysts.
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发表时间: 2004-01-21
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