Tetrahedron Letters p. 1987 - 1990 (1991)
Update date:2022-09-26
Topics:
Brown, Richard T.
Duckworth, D. Malcolm
Santos, Cid A. M.
We report the synthesis of the glucosidic indole alkaloid cadambine (5) in 48 percent yield from its biological precursor secologanin (1) in an intermolecular variant of the in vivo process where chemoselective and regioselective attack by tryptamine on a 3S-epoxide 11 yields the seven-membered azepine ring.
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