Catalytic Enantioselective 1,3-Dipolar Cycloaddition of C,N-Cyclic Azomethine Imines with α,β-Unsaturated Aldehydes

Catalytic Enantioselective 1,3-Dipolar Cycloaddition of C,N-Cyclic Azomethine Imines with α,β-Unsaturated Aldehydes
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DOI:
10.1021/ja100787a
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发表时间:
2010-03-31
影响因子:
15
通讯作者:
Maruoka, Keiji
Maruoka, Keiji
中科院分区:
化学1区
文献类型:
--
作者:
Hashimoto, Takuya;Maeda, Yuko;Maruoka, Keiji

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一类尚未开发的偶氮甲碱亚胺,即 C,N-环状偶氮甲碱亚胺,可以成功地用于与二元醇钛催化的烯醛进行高度对映选择性的 1,3-偶极环加成反应,得到具有药物吸引力的四氢异喹啉和哌啶基序。
A yet-unexploited class of azomethine imines, C,N-cyclic azomethine imines, could be successfully employed in highly enantioselective 1,3-dipolar cycloaddition with enals catalyzed by titanium-BINOLate to give pharmaceutically attractive tetrahydroisoquinoline and piperidine motifs.