钌催化的N-叔丁氧羰基吲哚的不对称氢化反应。
Ruthenium-catalyzed asymmetric hydrogenation of N-boc-indoles.
作者信息
Kuwano Ryoichi, Kashiwabara Manabu
机构信息
Department of Chemistry, Graduate School of Sciences, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan.
出版信息
Org Lett. 2006 Jun 8;8(12):2653-5. doi: 10.1021/ol061039x.
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.
在由合适的钌前体和反式螯合手性双膦PhTRAP生成的钌配合物存在下，各种N - 叔丁氧羰基吲哚的高度对映选择性氢化反应成功进行。各种2 - 或3 - 取代的吲哚被转化为具有高对映体过量（高达95% ee）的手性二氢吲哚。PhTRAP - 钌催化剂能够促进2,3 - 二甲基吲哚的氢化反应，得到具有72% ee的顺式 - 2,3 - 二甲基二氢吲哚。
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