Synthetic studies of zoanthamine/norzoanthamine: biogenetic-like one-step construction of the heterocyclic aminal core (CDEFG ring) from a monocyclic precursor.
Biogenetic-like one-step construction of the pentacyclic aminal core of zoanthamine/norzoanthamine alkaloids was accomplished in high yield from the suitably protected monocyclic aminohydroxy diketocarboxylic acid 7 by heating in aqueous acetic acid.
Hikage
N
N
Faculty of Pharmaceutical Sciences, Science University of Tokyo, Japan.
Furukawa
H
H
Takao
K
K
Kobayashi
S
S
D000470:Alkaloids; D001381:Azepines / Q000138:chemical synthesis*; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D006576:Heterocyclic Compounds, 4 or More Rings; D009682:Magnetic Resonance Spectroscopy; D011804:Quinolines / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared
D000470:Alkaloids; D001381:Azepines; D006571:Heterocyclic Compounds; D006576:Heterocyclic Compounds, 4 or More Rings; D011804:Quinolines; C400280:norzoanthamine