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Full-Text Articles in Physical Sciences and Mathematics
The Formal [4+3] Cycloaddition Between Donor-Acceptor Cyclobutanes And Nitrones., Andrew C Stevens, Cory Palmer, Brian L Pagenkopf
The Formal [4+3] Cycloaddition Between Donor-Acceptor Cyclobutanes And Nitrones., Andrew C Stevens, Cory Palmer, Brian L Pagenkopf
Chemistry Publications
The formal [4+3] cycloaddition of 2-alkoxy-1,1-dicarboxylate activated donor-acceptor cyclobutanes with nitrones is disclosed. The reaction forms structurally unique oxazepines in moderate to high yield with a wide scope of nitrones. In most cases either a diastereomeric mixture or a single diastereomer may be formed, depending on the reaction conditions.
Total Synthesis Of (±)-Quebrachamine Via [3+2] Cycloaddition And Efficient Chloroacetamide Photocyclization, Brian Pagenkopf, Barbora Bajtos
Total Synthesis Of (±)-Quebrachamine Via [3+2] Cycloaddition And Efficient Chloroacetamide Photocyclization, Brian Pagenkopf, Barbora Bajtos
Chemistry Publications
The total synthesis of (±)-quebrachamine has been completed in 13 linear steps and 17.8 % overall yield. The indole core was constructed via a formal [3+2] dipolar cycloaddition between a functionalized nitrile and donor-acceptor cyclopropane, and the synthetically challenging nine-membered ring was secured by an efficient chloroacetamide photocyclization.