Conversional studies towards taxoids from C(19)-diterpenoid alkaloids by the BAC sequence.
The conversional synthesis of taxoids by the BAC sequence from the C(19)-diterpenoid alkaloids, 14-acetyltalatisamine (1), yunaconitine (12), and 14-acetylchasmanine (19), was designed and explored. Two aconane-type diterpenes 17 and 28, the advanced intermediates for our conversional synthesis, were synthesized. The key steps include the rupture of the C(7)-C(17) bond, the formation of imine, and the denitrogenation.
Department of Chemistry of Medicinal Natural Products, West College of Pharmacy, Sichuan University, Chengdu, China.
Hong
H
Ji
Qiao-Hong
QH
Chen
Meng
M
Zhu
Feng-Peng
FP
Wang
D000157:Aconitine / Q000031:analogs & derivatives* / Q000737:chemistry; D000470:Alkaloids / Q000737:chemistry*; D004224:Diterpenes / Q000737:chemistry*; D004365:Drugs, Chinese Herbal / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D043823:Taxoids / Q000138:chemical synthesis* / Q000737:chemistry
D000470:Alkaloids; D004224:Diterpenes; D004365:Drugs, Chinese Herbal; D043823:Taxoids; C069835:yunaconitine; D000157:Aconitine