posted on 2020-04-02, 14:20authored byBarbora Bajtos, Ming Yu, Hongda Zhao, Brian L. Pagenkopf
The annulation reaction between various indoles and 2-alkoxycyclopropanoate esters is reported.
Both high efficiency and complete stereochemical control were observed in some cases with this annulation
process. A single stereocenter on the cyclopropane controls the diastereoselective formation of up to four
new stereocenters. A different reaction course was observed with 3-substituted indole substrates, and an
intervening C-3 to C-2-migration process arose that gives synthetically useful C-2 alkylation indole products.