title: Synthesis of the C1-C26 hexacyclic subunit of pectenotoxin 2.
abstract: Synthesis of the C1-C26 hexacyclic subunit of pectenotoxin-2 (PTX-2) is described that features a stereoselective annulation to generate the C-ring by triple asymmetric Nozaki-Hiyama-Kishi coupling followed by oxidative cyclization. Preparation of the C1-C14 AB spriroketal-containing subunit employs a recently developed metallacycle-mediated reductive cross-coupling between a TMS-alkyne and a terminal alkene.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, Jupiter, Florida 33458, USA.
authors.forename: Ozora
authors.initials: O
authors.lastname: Kubo
authors.forename: Daniel P
authors.initials: DP
authors.lastname: Canterbury
authors.forename: Glenn C
authors.initials: GC
authors.lastname: Micalizio
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D018942:Macrolides; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D000095702:Polyether Toxins
chemical_list: D000475:Alkenes; D000480:Alkynes; D005663:Furans; D018942:Macrolides; D011714:Pyrans; C098380:pectenotoxin 2; D000095702:Polyether Toxins