Key Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), School of Chemical Science and Technology , Yunnan University , Kunming 650091 , China.
Org Lett. 2020 Feb 21;22(4):1589-1593. doi: 10.1021/acs.orglett.0c00181. Epub 2020 Jan 28.
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.
具有 2,7-二氮杂螺[4.4]壬烷骨架的螺吲哚啉存在于各种结构复杂和具有生物活性的单萜吲哚生物碱中。本文开发了一种通过催化不对称级联烯胺异构化/螺环化/去芳构化反应来构建螺吲哚啉的方法，该方法以吲哚基二氢吡啶作为底物，在手性磷酸的催化下进行反应。该级联反应以非对映选择性和对映选择性的方式提供了各种螺吲哚啉产物。
