Total synthesis of (+/-)-mersicarpine.
The first total synthesis of the indole alkaloid mersicarpine is reported. Key steps include a beta-dicarbonyl radical cyclization, as well as an oxidation of the benzopyrrole moiety to establish the masked 1,2-dicarbonyl functionality. An X-ray crystal structure and discussion of the 1H NMR behavior of the natural product are also presented.
Magolan
Jakob
J
Department of Chemistry, The University of Western Ontario, London, Ontario, Canada N6A 5B7.
Carson
Cheryl A
CA
Kerr
Michael A
MA
D029062:Apocynaceae / Q000737:chemistry; D018360:Crystallography, X-Ray; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
D026121:Indole Alkaloids; C529544:mersicarpine