Enantioselective synthesis of (+)-4-demethoxy-1,4-dimethyldaunomycinone.
(+)-4-Demethoxy-1,4-dimethyldaunomycinone 1 was synthesized using a convergent approach. Here, the key tetracyclic compound 10 was assembled by way of a Diels-Alder reaction using the sugar-based diene 8 and the quinizarin-related dienophile 7.
Kotha
Sambasivarao
S
Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai 400 076, India. srk@chem.iitb.ac.in
Stoodley
Richard J
RJ
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000737:chemistry; D003630:Daunorubicin / Q000031:analogs & derivatives*; D005027:Ethylene Oxide / Q000737:chemistry; D009279:Naphthacenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
C473416:4-demethoxy-1,4-dimethyldaunomycinone; D000903:Antibiotics, Antineoplastic; D009279:Naphthacenes; C019318:daunomycinone; D005027:Ethylene Oxide; D003630:Daunorubicin