title: Total synthesis of (-)-aurantioclavine.
abstract: The concise total synthesis of (-)-aurantioclavine has been achieved by taking advantage of strategies for the asymmetric alkenylation of N-tert-butanesulfinyl imines. The enantiomerically pure natural product was prepared in 6 steps and 27% overall yield by using Rh-catalyzed addition of a N-methyliminodiacetic acid (MIDA) boronate and in 5 steps and 29% yield by employing a Grignard reagent addition sequence.
authors.affiliation: University of California-Berkeley, Department of Chemistry, Berkeley, California 94720, USA.
authors.forename: Katrien
authors.initials: K
authors.lastname: Brak
authors.forename: Jonathan A
authors.initials: JA
authors.lastname: Ellman
mesh_terms: D004876:Ergot Alkaloids / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D004876:Ergot Alkaloids; C551152:aurantioclavine