A biomimetic synthesis of the pauciflorine A and B skeleton.
[formula: see text] Racemic minovincine (3), following cyclization, reduction, O-tosylation, fragmentation, and carbamate formation, provided the deoxypauciflorine 12.
Kuehne
M E
ME
Department of Chemistry, University of Vermont, Burlington 05405, USA. mkuehne@zoo.umv.edu
Li
Y L
YL
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis*; D003500:Cyclization; D026121:Indole Alkaloids; D007211:Indoles / Q000138:chemical synthesis*; D007769:Lactams / Q000138:chemical synthesis*; D008968:Molecular Conformation; D018716:Molecular Mimicry; D010084:Oxidation-Reduction; D010946:Plants, Medicinal / Q000737:chemistry; D013237:Stereoisomerism
D000972:Antineoplastic Agents, Phytogenic; D026121:Indole Alkaloids; D007211:Indoles; D007769:Lactams; C410703:pauciflorine A; C410702:pauciflorine B