title: Synthesis of Luffarin L and 16-epi-Luffarin L Using a Temporary Silicon-Tethered Ring-Closing Metathesis Reaction.
abstract: The first synthesis of luffarin L (1) and 16-epi-luffarin L (2) by a silicon-tethered ring closing metathesis as a key step has been achieved. The stereochemistry and absolute configuration of the natural sesterterpenolide luffarin L (1) and a new route for the stereoselective synthesis of sesterterpenolides with a luffarane skeleton have been established.
authors.affiliation: †Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Salamanca, Plaza de los Caídos, 1-5, 37008, Salamanca, Spain.
authors.forename: Aitor
authors.initials: A
authors.lastname: Urosa
authors.affiliation: †Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Salamanca, Plaza de los Caídos, 1-5, 37008, Salamanca, Spain.
authors.forename: Isidro S
authors.initials: IS
authors.lastname: Marcos
authors.affiliation: †Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Salamanca, Plaza de los Caídos, 1-5, 37008, Salamanca, Spain.
authors.forename: David
authors.initials: D
authors.lastname: Díez
authors.affiliation: ‡BioLab, Instituto Universitario de Bio-Orgánica "Antonio González" (IUBO-AG), Centro de Investigaciones Biomédicas de Canarias (CIBICAN), Universidad de La Laguna, C/Astrofísico Francisco Sánchez 2, 38206, La Laguna, Spain.
authors.forename: José M
authors.initials: JM
authors.lastname: Padrón
authors.affiliation: †Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Salamanca, Plaza de los Caídos, 1-5, 37008, Salamanca, Spain.
authors.forename: Pilar
authors.initials: P
authors.lastname: Basabe
mesh_terms: D003500:Cyclization; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D012825:Silicon / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D012717:Sesquiterpenes; C000605777:luffarin L; D012825:Silicon