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

    Authors

    J. T. Gupton; R. B. Miller; K. E. Krumpe; S. C. Clough; E. J. Banner; R. P. F. Kanters; K. X. Du; K. M. Keertikar; N. E. Lauerman; J. M. Solano; B. R. Adams; D. W. Callahan; B. A. Little; A. B. Scharf;J. A. Sikorski

    Comments

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    Abbreviated Journal Title

    Tetrahedron

    Keywords

    Chemistry, Organic

    Abstract

    A new and efficient relay synthesis of the marine natural products polycitone A and B is described. The new strategy relies on the formation of 2,4-disubstituted pyrroles from a vinamidinium salt followed by electrophilic substitution at the 5-position of the pyrrole and Suzuki coupling at the 4-position to produce the tetrasubstituted heterocycle efficiently and with complete control of regiochemistry. (C) 2004 Elsevier Ltd. All rights reserved.

    Journal Title

    Tetrahedron

    Volume

    61

    Issue/Number

    7

    Publication Date

    1-1-2005

    Document Type

    Article

    Language

    English

    First Page

    1845

    Last Page

    1854

    WOS Identifier

    WOS:000226915200023

    ISSN

    0040-4020

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