title: A Highly Convergent Total Synthesis of Leustroducsin B.
abstract: Leustroducsin B exhibits a large variety of biological activities and unique structural features. An efficient and highly convergent total synthesis of Leustroducsin B was achieved in 17 longest linear and 39 total steps by disconnecting the molecule into three fragments having similar levels of complexity. These pieces were connected via a highly efficient chelate-controlled addition of a vinyl zincate to an α-hydroxy ketone and a silicon-mediated cross-coupling. The stereochemistry of the central and western fragments was set catalytically in high yields and excellent de by a zinc-ProPhenol-catalyzed aldol reaction and a palladium-catalyzed asymmetric allylic alkylation.
authors: Department of Chemistry, Stanford University , Stanford, California 94305-5580, United States.
authors: Barry M
authors: BM
authors: Trost
authors: Department of Chemistry, Stanford University , Stanford, California 94305-5580, United States.
authors: Berenger
authors: B
authors: Biannic
authors: Department of Chemistry, Stanford University , Stanford, California 94305-5580, United States.
authors: Cheyenne S
authors: CS
authors: Brindle
authors: Department of Chemistry, Stanford University , Stanford, California 94305-5580, United States.
authors: B Michael
authors: BM
authors: O'Keefe
authors: Department of Chemistry, Stanford University , Stanford, California 94305-5580, United States.
authors: Thomas J
authors: TJ
authors: Hunter
authors: Department of Chemistry, Stanford University , Stanford, California 94305-5580, United States.
authors: Ming-Yu
authors: MY
authors: Ngai
mesh_terms: D007783:Lactones / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D009943:Organophosphorus Compounds / Q000138:chemical synthesis; D011753:Pyrones
chemical_list: D007783:Lactones; D009943:Organophosphorus Compounds; D011753:Pyrones; C084414:leustroducsin B