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Bicyclic Guanidinium-Catalyzed Enantioselective Phase-Transfer Alkylation:

direct access to pyrroloindolines and furoindolines


Wenchao Chen, Wenguo Yang, Lin Yan, Choon-Hong Tan and Zhiyong Jiang

Chemical Communications, 2013, 49, 9854 – 9856.


Abstract: Highly enantioselective phase-transfer alkylation of 3-substituted-2-oxindoles with activated bromomethanes is disclosed with a broad substrate scope by using bicyclic guanidinium as a catalyst and a Lewis acid as the co-catalyst. The alkylation adducts are versatile intermediates to accomplish the syntheses of pyrroloindolines and furoindolines.


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