Bock Jonathan, Daniliuc Constantin G, Hennecke Ulrich
Organisch-Chemisches Institut , Westfälische Wilhelms-Universität Münster , Correnssstrasse 40 , 48149 Münster , Germany.
Organic Chemistry Research Group, Departments of Chemistry and Bioengineering Sciences , Vrije Universiteit Brussel , Pleinlaan 2 , 1050 Elsene , Belgium.
Org Lett. 2019 Mar 15;21(6):1704-1707. doi: 10.1021/acs.orglett.9b00259. Epub 2019 Mar 4.
Indole terpene alkaloids are a diverse group of natural products and show significant biological activities. To enable their biomimetic synthesis, electrophilic bromocyclization of polyenyl indole derivatives could be achieved using sterically demanding bromiranium ion salts with the weakly coordinating counterion BArF as reagent. Starting from polyenyl indole derivatives, the corresponding bromocyclization products have been obtained with very high diastereoselectivity and in good yields.
吲哚萜类生物碱是一类多样的天然产物，具有显著的生物活性。为实现其仿生合成，可使用带有弱配位抗衡离子BArF的空间位阻较大的溴鎓离子盐作为试剂，实现多烯基吲哚衍生物的亲电溴环化反应。从多烯基吲哚衍生物出发，已获得了具有非常高的非对映选择性且产率良好的相应溴环化产物。
