A chiral rhodium carboxamidate catalyst for enantioselective C-H amination

A chiral rhodium carboxamidate catalyst for enantioselective C-H amination
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DOI:
10.1021/ja8031955
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发表时间:
2008-07-23
影响因子:
15
通讯作者:
Du Bois, J.
Du Bois, J.
中科院分区:
化学1区
文献类型:
--
作者:
Zalatan, David N.;Du Bois, J.

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Rh-2(S-nap)(4)是一种手性四羧基氨基甲酸二钠配合物,是氨基甲酸酯不对称分子内C-H胺化反应的有效催化剂。不同取代的3-芳基丙基氨基磺酸盐的对映体过量范围为60-99%。此外,发现Rh-2(S-nap)(4)促进不饱和氨基磺酸盐的烯丙基C-H化学选择性氧化,这一特性在迄今为止测试的其他铑配合物中未观察到。
Rh-2(S-nap)(4), a chiral dirthodium tetracarboxamidate complex, has been developed and shown to be an effective catalyst for the asymmetric, intramolecular C-H amination of sulfamate esters. Enantiomeric excesses range from 60-99% for a collection of disparately substituted 3-arylpropylsulfamates. In addition, Rh-2(S-nap)(4) is found to promote chemoselective allylic C-H oxidation of unsaturated sulfamates, a property not observed with other dirhodium complexes tested to date.