Enantioselective Synthesis of Spiroindolines via Cascade Isomerization/Spirocyclization/Dearomatization Reaction
Enantioselective Synthesis of Spiroindolines via Cascade Isomerization/Spirocyclization/Dearomatization Reaction
复制标题
通过级联异构化/螺环化/脱芳构反应对映选择性合成螺吲哚啉
DOI：
10.1021/acs.orglett.0c00181
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发表时间：
2020-02-21
期刊：
影响因子：
5.2
通讯作者：
Xia, Chengfeng
中科院分区：
文献类型：
--
作者：
Pan, Zhiqiang;Liu, Yuchang;Xia, Chengfeng
以2,7-二氮杂螺[4.4]壬烷为特征的螺吲哚啉骨架存在于各种结构复杂且具有生物活性的单萜吲哚生物碱中。开发了一种催化不对称级联烯胺异构化/螺环化/脱芳构化序列来构建螺吲哚啉，其在手性磷酸的催化下采用吲哚基二氢吡啶作为底物。该级联反应以非对映选择性和对映选择性方式提供了各种螺吲哚啉。
The spiroindoline skeleton featured with 2,7-diazaspiro[4.4]nonane exists in various structurally intricate and biologically active monoterpene indole alkaloids. A catalytic asymmetric cascade enamine isomerization/spirocyclization/dearomatization succession to construct the spiroindoline was developed, which employed the indolyl dihydropyridine as a substrate under catalysis of the chiral phosphoric acid. This cascade reaction provided various spiroindolines in both diastereoselective and enantionselective fashions.