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Total Synthesis of Trioxacarcin DC-45-A2

K.C. Nicolaou, Q. Cai, B. Qin, M.T. Petersen, R.J.T. Mikkelsen, P. Heretsch – 2015

An enantioselective total synthesis of trioxacarcin DC-45-A2 (1) featuring a novel Lewis acid-induced cascade rearrangement of epoxyketone 6 to forge the polyoxygenated 2,7-dioxabicyclo[2.2.1]heptane core of the molecule is described.

Title
Total Synthesis of Trioxacarcin DC-45-A2
Author
K.C. Nicolaou, Q. Cai, B. Qin, M.T. Petersen, R.J.T. Mikkelsen, P. Heretsch
Date
2015
Identifier
DOI: 10.1002/anie.201410369
Citation
Angew. Chem. Int. Ed. 2015, 54, 3074-3078; Angew. Chem. 2015, 127, 3117-3121