Total Synthesis of (±)-Mersicarpine Journal Articles

abstract

• 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.

authors

• Magolan, Jakob
• Carson, Cheryl A
• Kerr, Michael A

status

• published 

publication date

• April 1, 2008

has subject area

• 03 Chemical Sciences (FoR)
• Apocynaceae (MeSH)
• Crystallography, X-Ray (MeSH)
• Indole Alkaloids (MeSH)
• Molecular Conformation (MeSH)
• Molecular Structure (MeSH)
• Organic Chemistry (Science Metrix)
• Stereoisomerism (MeSH)

published in

• Organic Letters  Journal

keywords

• Apocynaceae
• Crystallography, X-Ray
• Indole Alkaloids
• Molecular Conformation
• Molecular Structure
• Stereoisomerism

Digital Object Identifier (DOI)

• 10.1021/ol800259s

PubMed ID

• 18335949

start page

• 1437

end page

• 1440

volume

• 10

issue

• 7