Haskins CM, Knight DW.A total synthesis of
(+/-)-alpha-cyclopiazonic acid using a cationic cascade.
Chem Commun (Camb). 2005 Jul 7;(25):3162-4. Epub 2005 May 18.
School of Chemistry, Cardiff University, Main Building, UK.
The indolic terpene alkaloid alpha-cyclopiazonic acid has been
prepared in 11 steps from indole-4-methanol; the key step is a
carbocationic cascade, terminated by a 4-nitrosulfonamide group
and initiated by benzylic carbocation formation directly from
the intermediate , which gives the tetracyclic product in 74%
yield.
PMID: 15968358
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