title: Vibrational circular dichroism (VCD), VCD exciton coupling, and X-ray determination of the absolute configuration of an α,β-unsaturated germacranolide.
abstract: The absolute configuration of was deduced by vibrational circular dichroism together with the evaluation of the Flack and Hooft X-ray parameters. Vibrational circular dichroism exciton coupling, using the carbonyl group signals, confirmed the absolute configuration of . In addition, sodium borohydride reduction of the 11,13-double bond of 6-epi-desacetyllaurenobiolide () yields an almost equimolecular mixture of C11 epimers, while reduction of the same double bond of 6-epi-laurenobiolide () provided almost exclusively the (11S) diastereoisomer .
authors: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, 04510, México, D.F., Mexico.
authors: Mariano
authors: M
authors: Sánchez-Castellanos
authors: María A
authors: MA
authors: Bucio
authors: Angelina
authors: A
authors: Hernández-Barragán
authors: Pedro
authors: P
authors: Joseph-Nathan
authors: Gabriel
authors: G
authors: Cuevas
authors: Leovigildo
authors: L
authors: Quijano
mesh_terms: D002942:Circular Dichroism; D008968:Molecular Conformation; D045788:Sesquiterpenes, Germacrane / Q000737:chemistry*; D014732:Vibration; D014961:X-Ray Diffraction
chemical_list: D045788:Sesquiterpenes, Germacrane; C432449:germacranolide
keywords: 6-epi-desacetyllaurenobiolide; X-ray; diastereoselective reduction; exciton coupling; vibrational circular dichroism