title: Enantioselective total synthesis of 1-epi-pathylactone A.
abstract: [structure: see text]. The first enantioselective total synthesis of 1-epi-pathylactone A, 3, has been accomplished using a PhI(OAc)2-mediated domino reaction as a key step. No diastereomeric separation was required throughout the whole synthetic scheme presented in this paper. Comparison of 1H and 13C NMR spectral data of the synthetic product with the reported spectral data of natural pathylactone A, coupled with an X-ray crystallographic analysis, led to the conclusion that the C1 configuration in the original paper was erroneously ascribed to (R).
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS F-91198 Gif-sur-Yvette, France.
authors.forename: Angéline
authors.initials: A
authors.lastname: Chanu
authors.forename: Imad
authors.initials: I
authors.lastname: Safir
authors.forename: Ramkrishna
authors.initials: R
authors.lastname: Basak
authors.forename: Angèle
authors.initials: A
authors.lastname: Chiaroni
authors.forename: Siméon
authors.initials: S
authors.lastname: Arseniyadis
mesh_terms: D001952:Bridged-Ring Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C519471:1-epi-pathylactone A; D001952:Bridged-Ring Compounds; D007783:Lactones; D012717:Sesquiterpenes; D013141:Spiro Compounds