Direct Synthesis of the Phenanthroviridone Skeleton Using a Highly Regioselective Nitroquinone Diels-Alder Reaction

Huangchao Yu; Ellie L Fought; Theresa L Windus; George A Kraus

doi:10.1021/acsomega.0c00201

Direct Synthesis of the Phenanthroviridone Skeleton Using a Highly Regioselective Nitroquinone Diels-Alder Reaction

ACS Omega. 2020 Apr 17;5(16):9311-9315. doi: 10.1021/acsomega.0c00201. eCollection 2020 Apr 28.

Authors

Huangchao Yu¹, Ellie L Fought¹, Theresa L Windus¹, George A Kraus¹

Affiliation

¹ Department of Chemistry, Iowa State University, Ames, Iowa 50011, United States.

Abstract

A variety of nucleophiles react efficiently with in situ generated nitroquinones. The reaction with substituted resorcinols led to the direct synthesis of the phenanthroviridinone and lagumycin skeleton via a highly regioselective Diels-Alder reaction.