Synthesis of bicyclic proline derivatives by the aza-Cope-Mannich reaction: formal synthesis of (±)-acetylaranotin.
Other Scholarly Work
Belov, Dmitry S, Ratmanova, Nina K, Andreev, Ivan A et al. (2015). Synthesis of bicyclic proline derivatives by the aza-Cope-Mannich reaction: formal synthesis of (±)-acetylaranotin.
. CHEMISTRY-A EUROPEAN JOURNAL, 21(10), 4141-4147. 10.1002/chem.201405811
Belov, Dmitry S, Ratmanova, Nina K, Andreev, Ivan A et al. (2015). Synthesis of bicyclic proline derivatives by the aza-Cope-Mannich reaction: formal synthesis of (±)-acetylaranotin.
. CHEMISTRY-A EUROPEAN JOURNAL, 21(10), 4141-4147. 10.1002/chem.201405811
Herein we suggest an approach to oxygenated bicyclic amino acids based on an aza-Cope-Mannich rearrangement. Seven distinct amino acid scaffolds analogous to the natural products were prepared on a gram scale with precise control of stereochemistry. Successful implementation of our strategy resulted in the formal synthesis of acetylaranotin.