• Baranczak A, Sulikowski GA. Cascade assembly of the benzo[a]anthraquinone ring system common to the angucycline antibiotics. Tetrahedron letters. 2012 Mar 14;53(11). 1345-1346. PMID: 22383859 [PubMed]. PMCID: PMC3287049. NIHMSID: NIHMS350217.


A benzo[a]anthraquinone ring system, common to a group of angucycline antibiotics, has been prepared by a unique cascade of reactions. The reaction sequence was initiated by a Suzuki-Miyaura cross-coupling between a bromoquinone and vinyl boronic anhdyride. The reaction product is proposed to undergo a 6π-electron cyclization triggered by reductive activation of the quinone. The reaction process is proposed to be autocatalytic.