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C-2/C-3 Annulation And C-2 Alkylation Of Indoles With 2-Alkoxycyclopropanoate Esters., Barbora Bajtos, Ming Yu, Hongda Zhao, Brian L Pagenkopf
C-2/C-3 Annulation And C-2 Alkylation Of Indoles With 2-Alkoxycyclopropanoate Esters., Barbora Bajtos, Ming Yu, Hongda Zhao, Brian L Pagenkopf
Chemistry Publications
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.