title: Transition-metal-catalyzed synthesis of aspergillide B: an alkyne addition strategy.
abstract: A catalytic enantioselective formal total synthesis of aspergillide B is reported. This linchpin synthesis was enabled by the development of new conditions for Zn-ProPhenol catalyzed asymmetric alkyne addition. This reaction was used in conjunction with ruthenium-catalyzed trans-hydrosilylation to affect the rapid construction of a late-stage synthetic intermediate of aspergillide B to complete a formal synthesis of aspergillide B in a highly efficient manner.
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Bartlett
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D018942:Macrolides / Q000138:chemical synthesis*; D015394:Molecular Structure; D013237:Stereoisomerism; D028561:Transition Elements / Q000737:chemistry*
chemical_list: D000480:Alkynes; D018942:Macrolides; D028561:Transition Elements; C526625:aspergillide B