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11th April 2014
Divergent Total Syntheses of Lyconadins A and C
Angew. Chem. Int. Ed. 2014, 53, 3922 –3925
An efficient and divergent total syntheses of lyconadins A (1) and C (2). The synthesis of 1 features a tandem ketal removal and formal aza-[4+2] cyclization to form the challenging cagelike core structure, and the synthesis of 2 features a ketal removal/Mannich reaction to construct the tricyclic structure. Both 1 and 2 were synthesized from a common intermediate (3), which can be prepared on gram-scale from commercially available starting materials.