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手性樟脑磺酸酰肼催化 3-取代吲哚啉与烯醛的不对称迈克尔加成反应。

Organocatalytic asymmetric Michael addition between 3-subsituted oxindoles and enals catalyzed by camphor sulfonyl hydrazine.

机构信息

College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620, China.

出版信息

Org Biomol Chem. 2019 Jan 23;17(4):885-891. doi: 10.1039/c8ob02934b.

Abstract

Organocatalytic asymmetric Michael addition between 3-substituted oxindoles and enals catalyzed by chiral camphor sulfonyl hydrazines (CaSHs) has been developed. A wide range of 3-substituted oxindoles and enals were successfully used, giving the corresponding 3,3-disubstituted oxindoles containing vicinal stereogenic carbon centers in good yields with good to excellent enantioselectivities and moderate to good diastereoselectivities (up to 89% yield, 99% ee and 99 : 1 dr).

摘要

手性樟脑磺酸酰肼(CaSHs)催化的 3-取代吲哚啉与烯醛的有机催化不对称迈克尔加成反应已经被开发出来。该反应使用了广泛的 3-取代吲哚啉和烯醛,以良好的产率和优异到优秀的对映选择性以及中等至良好的非对映选择性(高达 89%的收率、99%的 ee 值和 99:1 的 dr),得到了相应的含有相邻手性碳中心的 3,3-二取代的吲哚啉。

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