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Dr. Chao Fang, Dr. Charles S. Shanahan, Dr. Daniel H. Paull and Prof. Stephen F. Martin Enantioselective Formal Total Syntheses of Didehydrostemofoline and Isodidehydrostemofoline through a Catalytic Dipolar Cycloaddition Cascade Angewandte Chemie International Edition 51

Article first published online: 17 SEP 2012 | DOI: 10.1002/anie.201205274

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Sweet to the core: Enantioselective formal total syntheses of the title compounds were accomplished in 24 steps from 2-deoxy-D-ribose. The synthesis features a novel cascade of reactions culminating in an intramolecular dipolar cycloaddition to form the tricyclic core of the stemofoline alkaloids from an acyclic diazo imine intermediate.

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