Qi, ChaoQin, TianSuzuki, DaisukePorco, John A.2018-01-252018-01-252014-03-05Chao Qi, Tian Qin, Daisuke Suzuki, John A Porco. 2014. "Total synthesis and stereochemical assignment of (±)-sorbiterrin A.." J Am Chem Soc, Volume 136, Issue 9, pp. 3374 - 3377.1520-5126https://hdl.handle.net/2144/26415A concise, biomimetic approach to sorbiterrin A has been developed employing consecutive Michael additions of a 4-hydroxypyrone to a sorbicillinol derivative and silver nanoparticle-mediated bridged aldol/dehydration to construct the [3.3.1] ring system. The relative stereochemistry of sorbiterrin A was unambiguously confirmed by X-ray crystallographic analysis.p. 3374 - 3377© 2014 American Chemical SocietyChemistryElectro-transferEnantioselective synthesisCoumarin derivativesMichael reactionBeta-keto estersSpin adductsTransesterificationTrichodimerolBisorbicillinoidsBisorbibutenolideChemistry techniques, syntheticCyclohexanonesModels, molecularMolecular conformationPolycyclic aromatic hydrocarbonsStereoisomerismCyclohexanonesChemical sciencesArticle10.1021/ja500854q24547688