Ruthenium-catalyzed asymmetric hydrogenation of N-Boc-indoles

Ruthenium-catalyzed asymmetric hydrogenation of N-Boc-indoles
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DOI:
10.1021/ol061039x
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发表时间:
2006-06-08
期刊:
影响因子:
5.2
通讯作者:
Kashiwabara, Manabu
Kashiwabara, Manabu
中科院分区:
化学1区
文献类型:
--
作者:
Kuwano, Ryoichi;Kashiwabara, Manabu

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在钌络合物存在下,各种N-Boc-吲哚的高对映选择性氢化反应成功地进行,所述钌络合物由合适的钌前体和反式螯合手性双膦PhTRAP生成。各种2-或3-取代吲哚转化为手性吲哚啉与高对映体过量(高达95%ee)。PhTRAP-钌催化剂能够促进2,3-二甲基吲哚的氢化,得到具有72%ee的顺式-2,3-二甲基吲哚啉。
Highly enantioselective hydrogenation of various N-Boc-indoles proceeded successfully in the presence of the ruthenium complex generated from an appropriate ruthenium precursor and a trans-chelate chiral bisphosphine PhTRAP. Various 2- or 3-substituted indoles were converted into chiral indolines with high enantiomeric excesses (up to 95% ee). The PhTRAP-ruthenium catalyst was able to promote the hydrogenation of 2,3-dimethylindoles, giving cis-2,3-dimethylindolines with 72% ee.