title: Study of Cascade Ring-Closing Metathesis Reactions en Route to an Advanced Intermediate of Taxol.
abstract: A highly functionalized intermediate in the synthesis of Taxol has been synthesized, which features the tricyclic core and the required oxygen substituents at C1, C2, C7, C10, and C13. The key step, a ring-closing dienyne metathesis (RCDEYM) reaction, has been thoroughly optimized to favor the tricyclic product over the undesired bicyclic product resulting from diene metathesis.
authors.affiliation: WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building , University Avenue, Glasgow G12 8QQ, U.K.
authors.forename: Aurélien
authors.initials: A
authors.lastname: Letort
authors.affiliation: WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building , University Avenue, Glasgow G12 8QQ, U.K.
authors.forename: De-Liang
authors.initials: DL
authors.lastname: Long
authors.affiliation: WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building , University Avenue, Glasgow G12 8QQ, U.K.
authors.forename: Joëlle
authors.identifier: 0000-0002-9075-971X
authors.initials: J
authors.lastname: Prunet
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D003500:Cyclization; D017239:Paclitaxel / Q000737:chemistry*; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D017239:Paclitaxel