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Total synthesis of (+/-)-mersicarpine.
Org Lett. 2008 Apr 03; 10(7):1437-40.OL

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.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Magolan J
Department of Chemistry, The University of Western Ontario, London, Ontario, Canada N6A 5B7.
Carson CA
No affiliation info available
Kerr MA
No affiliation info available

MeSH

ApocynaceaeCrystallography, X-RayIndole AlkaloidsMolecular ConformationMolecular StructureStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

18335949

Citation

Magolan, Jakob, et al. "Total Synthesis of (+/-)-mersicarpine." Organic Letters, vol. 10, no. 7, 2008, pp. 1437-40.
Magolan J, Carson CA, Kerr MA. Total synthesis of (+/-)-mersicarpine. Org Lett. 2008;10(7):1437-40.
Magolan, J., Carson, C. A., & Kerr, M. A. (2008). Total synthesis of (+/-)-mersicarpine. Organic Letters, 10(7), 1437-40. https://doi.org/10.1021/ol800259s
Magolan J, Carson CA, Kerr MA. Total Synthesis of (+/-)-mersicarpine. Org Lett. 2008 Apr 3;10(7):1437-40. PubMed PMID: 18335949.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Total synthesis of (+/-)-mersicarpine. AU - Magolan,Jakob, AU - Carson,Cheryl A, AU - Kerr,Michael A, Y1 - 2008/03/12/ PY - 2008/3/14/pubmed PY - 2008/6/27/medline PY - 2008/3/14/entrez SP - 1437 EP - 40 JF - Organic letters JO - Org Lett VL - 10 IS - 7 N2 - 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. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/18335949/Total_synthesis_of__+/___mersicarpine_ DB - PRIME DP - Unbound Medicine ER -