基于氮宾叶立德不对称 [1,3]-偶极环加成反应的曼西酸 C 的全合成。
Formal Total Synthesis of Manzacidin C Based on Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Imines.
机构信息
Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University , Kakuma, Kanazawa, Ishikawa 920-1192, Japan.
出版信息
J Org Chem. 2017 Feb 17;82(4):1969-1976. doi: 10.1021/acs.joc.6b02816. Epub 2017 Jan 27.
PMID:28092157
Abstract
An enantioselective formal total synthesis of (+)-manzacidin C is described. A key feature of the synthesis is the construction of two chiral centers via the asymmetric 1,3-dipolar cycloaddition of an azomethine imine to methallyl alcohol by the use of (S,S)-DIPT as a chiral auxiliary.
摘要
本文描述了 (+)-曼扎辛 C 的对映选择性全合成。该合成的一个关键特点是通过使用 (S,S)-二异丙基乙二胺作为手性助剂，通过不对称 1,3-偶极环加成反应，将吖嗪亚胺加成到甲基丙烯醇上，构建两个手性中心。
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