title: Stereoselective transformations of (+)-abietic acid into (+)-vitedoin B and (+)-negundoin A.
abstract: The first synthesis of spirolactone (+)-vitedoin B (14 steps, 8.0% global yield) and spiro enol ether (+)-negundoin A (19 steps, 3.7% global yield), via a nor-labdane acetoxy ester, has been achieved starting from commercial (+)-abietic acid.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada , 18071 Granada, Spain.
authors.forename: Rubén
authors.initials: R
authors.lastname: Tapia
authors.forename: Hanane
authors.initials: H
authors.lastname: Bouanou
authors.forename: Esteban
authors.initials: E
authors.lastname: Alvarez
authors.forename: Ramón
authors.initials: R
authors.lastname: Alvarez-Manzaneda
authors.forename: Rachid
authors.initials: R
authors.lastname: Chahboun
authors.forename: Enrique
authors.initials: E
authors.lastname: Alvarez-Manzaneda
mesh_terms: D045784:Abietanes / Q000737:chemistry*; D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013148:Spironolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D045784:Abietanes; D004224:Diterpenes; C433017:labdane; C588178:negundoin A; C497096:vitedoin B; D013148:Spironolactone; C023710:abietic acid