Synthesis of the tetracyclic core of anthracycline antibiotics by an intramolecular dehydro Diels-Alder approach.
[reaction: see text] A conceptually new approach to the tetracyclic core of the anthracycline antibiotics is reported. With use of this approach, the 7,8,9,10-tetrahydronaphthacene-5,12-dione skeleton has been synthesized in three steps, from commercially available reagents, in yields of up to 85%.
Rodríguez
David
D
Departamento de Química Orgánica e Unidade Asociada ó CSIC, Facultade de Química, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain.
Castedo
Luis
L
Domínguez
Domingo
D
Saá
Carlos
C
D018943:Anthracyclines / Q000138:chemical synthesis*; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*
D018943:Anthracyclines; D000903:Antibiotics, Antineoplastic