The application of vinylogous iminium salt derivatives to an efficient relay synthesis of the pyrrole containing alkaloids polycitone A and B

Tetrahedron

Volumn 61, Issue 7, 2005, Pages 1845-1854

  Gupton, John T ^a   Miller, Robert B ^a   Krumpe, Keith E ^b   Clough, Stuart C ^a   Banner, Edith J ^a   Kanters, Rene P F ^a   Du, Karen X ^c   Keertikar, Kartik M ^c   Lauerman, Nicholas E ^a   Solano, John M ^a   Adams, Bret R ^a   Callahan, Daniel W ^a   Little, Barrett A ^a   Scharf, Austin B ^a   Sikorski, James A ^d  

^a UNIVERSITY OF RICHMOND   (United States)

^b UNIVERSITY OF NORTH CAROLINA AT ASHEVILLE   (United States)

^c UNIVERSITY OF CENTRAL FLORIDA   (United States)

^d AtheroGenics Inc   (United States)

Author keywords

Marine natural product; Pyrrole; Vinamidinium salt

Indexed keywords

ALKALOID; IMINE; POLYCITONE A; POLYCITONE B; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION KINETICS; DRUG SYNTHESIS; PRIORITY JOURNAL; SUBSTITUTION REACTION; SUZUKI REACTION;

LATEOLABRAX JAPONICUS;

EID: 19944434175     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.12.015     Document Type: Article

References (13)

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11. We are very appreciative of the helpful communications from Professor Wolfgang Steglich during the completion of this work and the preparation of this manuscript. We also greatly appreciate the receipt of proton and carbon NMR spectra, which enabled direct comparisons to be made between our synthetic 2,5-bis(4-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)pyrrole (4) and Professor Steglich's material. The reason for a difference in melting points between our sample and that reported by Steglich and co-workers is not clear. Polymorphic behavior of 4 is certainly one possibility but, since there is no remaining material from the Steglich synthesis, a direct comparison of the two samples is not possible.
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