title: Total Synthesis of Integrastatin B Enabled by a Benzofuran Oxidative Dearomatization Cascade.
abstract: The first total synthesis of integrastatin B, a potent HIV-1 integrase inhibitor, has been accomplished in seven steps with a 17.9% overall yield employing easily accessible starting compounds. The Oxone-mediated oxidative benzofuran dearomatization cascade has been employed as the key skeletal construct to forge the central tetracyclic nucleus.
authors.affiliation: Division of Organic Chemistry, CSIR-National Chemical Laboratory , Dr. Homi Bhabha Road, Pune 411008, India.
authors.forename: Atul A
authors.initials: AA
authors.lastname: More
authors.affiliation: Division of Organic Chemistry, CSIR-National Chemical Laboratory , Dr. Homi Bhabha Road, Pune 411008, India.
authors.forename: Chepuri V
authors.initials: CV
authors.lastname: Ramana
mesh_terms: D001572:Benzofurans / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D019427:HIV Integrase / Q000187:drug effects; D019428:HIV Integrase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006572:Heterocyclic Compounds, Bridged-Ring / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D019428:HIV Integrase Inhibitors; D006572:Heterocyclic Compounds, Bridged-Ring; C562142:integrastatin B; D019427:HIV Integrase; C514801:p31 integrase protein, Human immunodeficiency virus 1