The first stable bromoallene oxides were obtained by the DMDO epoxidation of 1-bromo-1,3-di-tert-alkylallenes, producing the first crystalline allene oxide of any kind. The epoxidations are regioselective for the bromine-bearing Δ1,2 alkene, and also face selective producing single diastereomer E-olefin products.
D. Christopher Braddock, A. Mahtey, H. S. Rzepa and A. J. P. White, Chem. Commun., 2016, 52, 11219 DOI: 10.1039/C6CC06395K
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