title: Concise, asymmetric total synthesis of spirotryprostatin A.
abstract: [structure: see text] The structurally intriguing cell-cycle inhibitor spirotryprostatin A has been synthesized utilizing an azomethine ylide dipolar cycloaddition reaction as the key step. This pentacyclic alkaloid contains a prenylated tryptophan-derived oxindole moiety that has been created in a regiocontrolled and stereocontrolled manner in a single step.
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
authors.forename: Tomoyuki
authors.initials: T
authors.lastname: Onishi
authors.forename: Paul R
authors.initials: PR
authors.lastname: Sebahar
authors.forename: Robert M
authors.initials: RM
authors.lastname: Williams
mesh_terms: D001391:Azo Compounds / Q000737:chemistry; D003500:Cyclization; D026121:Indole Alkaloids / Q000138:chemical synthesis*; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism; D014364:Tryptophan / Q000031:analogs & derivatives
chemical_list: D001391:Azo Compounds; D026121:Indole Alkaloids; D010879:Piperazines; D013141:Spiro Compounds; C478300:spirotryprostatin A; D014364:Tryptophan