Facile access to optically active labdane-type diterpenes from (+)-manool. Synthesis of (+)-coronarin E, (+)-15,16-epoxy-8(17),13(16),14-labdatriene, and (+)-labda-8(17),13(Z)-diene-15,16-diol.
An efficient method for the synthesis of (+)-coronarin E (1), (+)-15,16-epoxy-8(17),13(16),14-labdatriene (2), and (+)-labda-8(17),13(Z)-diene-15,16-diol (3) from (+)-manool is described.
Villamizar
José
J
Centro de Química, Instituto Venezolano de Investigaciones Científicas (IVIC), Apartado 21827, Caracas, 1020-A, Venezuela. j.villami@ivic.ve
Fuentes
Juan
J
Salazar
Franklin
F
Tropper
Eleonora
E
Alonso
Randolph
R
D002384:Catalysis; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010084:Oxidation-Reduction; D013237:Stereoisomerism
C482831:15,16-epoxy-8(17),13(16),14-labdatriene; D004224:Diterpenes; D007202:Indicators and Reagents; C482830:coronarin E; C482832:labda-8(17),13(Z)-diene-15,16-diol; C482828:manool