title: Enantioselective synthesis of the [6,6] spiroketal core of reveromycin A.
abstract: [structure: see text] Reveromycin A (1) belongs to a family of microbial polyketides with unusual structural features and biological activities. The structure of 1 is composed of a [6,6] spiroketal core decorated with highly unsaturated side chains. As a prelude to the synthesis of 1, we present herein a short, efficient, and enantioselective synthesis of the C9-C21 fragment 5 (spiroketal core) of reveromycin A.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla 92093-0358, USA.
authors.forename: K E
authors.initials: KE
authors.lastname: Drouet
authors.forename: T
authors.initials: T
authors.lastname: Ling
authors.forename: H V
authors.initials: HV
authors.lastname: Tran
authors.forename: E A
authors.initials: EA
authors.lastname: Theodorakis
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D004815:Epidermal Growth Factor / Q000037:antagonists & inhibitors; D019906:Nuclear Magnetic Resonance, Biomolecular; D011500:Protein Synthesis Inhibitors / Q000138:chemical synthesis / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry
chemical_list: D000970:Antineoplastic Agents; D011500:Protein Synthesis Inhibitors; D011714:Pyrans; D013141:Spiro Compounds; C068098:reveromycin A; D004815:Epidermal Growth Factor