Enantioselective total synthesis of cytotoxic taiwaniaquinones A and F.
The first synthesis of cytotoxic (-)-taiwaniaquinone A and (-)-taiwaniaquinone F has been achieved through the intramolecular aldol condensation of a ketoaldehyde and the oxidative cleavage of an isopropylidene ketal.
Departamento de Química Orgánica, Facultad de Ciencias, Instituto de Biotecnología, Universidad de Granada, 18071 Granada, Spain. eamr@ugr.es
Enrique
E
Alvarez-Manzaneda
Rachid
R
Chahboun
Esteban
E
Alvarez
Rubén
R
Tapia
Ramón
R
Alvarez-Manzaneda
D000447:Aldehydes / Q000737:chemistry; D003603:Cytotoxins / Q000138:chemical synthesis*; D007659:Ketones / Q000737:chemistry; D028223:Pinus / Q000737:chemistry; D011809:Quinones / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013624:Taiwan; D013729:Terpenes
D000447:Aldehydes; D003603:Cytotoxins; D007659:Ketones; D011809:Quinones; D013729:Terpenes; C556365:taiwaniaquinone A; C556366:taiwaniaquinone F; C116609:3-hydroxybutanal