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烯基恶唑烷酮与异吲哚酮的催化不对称杂环狄尔斯-阿尔德反应：简便合成手性螺环氧化吲哚二氢吡喃酮

A catalytic asymmetric hetero-Diels-Alder reaction of olefinic azlactones and isatins: facile access to chiral spirooxindole dihydropyranones.

作者信息

Gao Tai-Ping, Lin Jun-Bing, Hu Xiu-Qin, Xu Peng-Fei

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P.R. China.

出版信息

Chem Commun (Camb). 2014 Aug 18;50(64):8934-6. doi: 10.1039/c4cc03896g.

DOI:10.1039/c4cc03896g
PMID:24976540
Abstract

A catalytic asymmetric hetero-Diels-Alder (HDA) reaction has been achieved through hydrogen-bond directed γ-addition of olefinic azlactones to isatins. This methodology provides an efficient access to spirooxindole dihydropyranones in moderate to good yields and with excellent enantioselectivities.

摘要

通过氢键导向的烯基恶唑烷酮与异吲哚酮的γ-加成反应，实现了催化不对称杂Diels-Alder（HDA）反应。该方法能以中等至良好的产率和优异的对映选择性高效合成螺环氧化吲哚二氢吡喃酮。

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