Dr. Julien Dugal-Tessier, Dr. Elizabeth A. O'Bryan, Thomas B. H. Schroeder, Daniel T. Cohen and Prof. Karl A. Scheidt An N-Heterocyclic Carbene/Lewis Acid Strategy for the Stereoselective Synthesis of Spirooxindole Lactones Angewandte Chemie International Edition 51
A cooperative catalysis approach for the enantioselective formal [3+2] addition of α,β-unsaturated aldehydes to isatins has been developed. Homoenolate annulations of β-aryl enals catalyzed by an N-heterocyclic carbene (NHC) require the addition of lithium chloride for high levels of enantioselectivity. This NHC-catalyzed annulation has been used for the total synthesis of maremycin B.
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