title: Total synthesis of spirotryprostatin B via diastereoselective prenylation.
abstract: Spirotryprostatin B was synthesized in eight steps, utilizing an efficient palladium-catalyzed prenylation reaction to construct the quaternary C3 stereocenter. The decarboxylation-alkylation of a series of substituted beta-keto esters is described, demonstrating the broad scope of this class of pronucleophiles and allylating agents.
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-0508, USA. bmtrost@stanford.edu
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.forename: Dylan T
authors.initials: DT
authors.lastname: Stiles
mesh_terms: D010879:Piperazines / Q000138:chemical synthesis*; D017368:Protein Prenylation; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D010879:Piperazines; D013141:Spiro Compounds; C101781:spirotryprostatin B