title: Asymmetric total synthesis and absolute stereochemistry of the neuroactive marine macrolide palmyrolide A.
abstract: The first asymmetric total synthesis and determination of the absolute configuration for the neuroactive marine macrolide palmyrolide A is described. The highlight of the synthesis is macrocyclization via trans-enamide formation catalyzed by copper(I) iodide and cesium carbonate. Comparison with the authentic spectral data confirms the synthesis of (+)-ent-palmyrolide A.
authors.affiliation: Department of Chemistry and Biochemistry, New Mexico State University, Las Cruces, New Mexico 88003, USA.
authors.forename: Rodolfo
authors.initials: R
authors.lastname: Tello-Aburto
authors.forename: Emily M
authors.initials: EM
authors.lastname: Johnson
authors.forename: Cheyenne K
authors.initials: CK
authors.lastname: Valdez
authors.forename: William A
authors.initials: WA
authors.lastname: Maio
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry; D007454:Iodides / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D008386:Marine Biology; D015394:Molecular Structure; D009420:Nervous System / Q000187:drug effects*; D013237:Stereoisomerism
chemical_list: D007454:Iodides; D018942:Macrolides; C572829:palmyrolide A; D003300:Copper; C073870:cuprous iodide