Highly enantioselective [3+2] annulation of isatin-derived MBH-carbonates and 3-nitroindoles was achieved by a chiral DMAP-thiourea bifunctional catalyst.
The efficient preparation of the stilbenoid lusianthridin is described. This synthesis relies on the Suzuki‒Miyaura coupling and intramolecular nucleophilic substitution as key reactions to construct the 9,10-dihydrophenanthrene core. The synthesis is completed in 7 steps with a 13.2% overall yield, and each step can be conducted on > 20 grams scale. The route has provided 20 grams of lusianthridin for the further biological activity study.
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