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Enantioselective Synthesis of Azamerone
preprintrevised on 28.11.2018, 15:52 and posted on 28.11.2018, 15:54 by Matthew L. Landry, Grace McKenna, Noah Burns
A concise and selective synthesis of the dichlorinated meroterpenoid azamerone is described. The paucity of tactics for the synthesis of chiral organochlorides motivated the development of unique strategies for accessing these motifs in enantioenriched forms. The route features a novel enantioselective chloroetherification reaction, a Pd-catalyzed cross-coupling between a quinone diazide and a boronic hemiester, and a late-stage tetrazine [4+2]-cycloaddition/oxidation cascade.
Read the published paper
in Journal of the American Chemical Society