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Stereoselective Synthesis of Oxa- and Aza-Angular Triquinanes Using Tandem Radical Cyclization to Vinylogous Carbonates and Carbamates

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posted on 02.11.2012, 00:00 by Santosh J. Gharpure, P. Niranjana, Suheel K. Porwal
Tandem radical cyclization to vinylogous carbonates and carbamates is developed for a new, highly stereoselective synthesis of heterocyclic angular triquinanes. The strategy is also useful to gain access to oxa- and azatriquinanes, which incorporate the spiroindoline moiety. The method is further extended to the synthesis of lactone-bearing as well as uracil-fused angular triquinanes.