Further studies on vinamidinium salt amine exchange reactions, borohydride reductions, and subsequent transformations

    Authors

    J. T. Gupton; N. Telang; X. Jia; B. C. Giglio; J. E. Eaton; P. J. Barelli; M. Hovaizi; K. E. Hall; R. S. Welden; M. J. Keough; E. F. Worrall; K. L. Finzel; E. J. Kluball; R. P. F. Kanters; T. M. Smith; S. Q. Smith; S. R. Nunes; M. T. Wright;J. M. Birnstihl

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    Abbreviated Journal Title

    Tetrahedron

    Keywords

    Vinamidinium salt; Allylic amine; Reduction; 2, 3-Sigmatropic; rearrangement; QUATERNARY AMMONIUM-SALTS; 2-ARYL-3-(N, N-DIMETHYLAMINO)-1-PROPENES; Chemistry, Organic

    Abstract

    Studies directed at the amine exchange reaction of vinamidinium salts followed by sodium borohydride reduction to secondary and tertiary allylic amines are described. The tertiary allylic amines were alkylated and subjected to base mediated rearrangement to yield a variety of highly functionalized tertiary homoallylic amines. (C) 2010 Elsevier Ltd. All rights reserved.

    Journal Title

    Tetrahedron

    Volume

    66

    Issue/Number

    44

    Publication Date

    1-1-2010

    Document Type

    Article

    Language

    English

    First Page

    8485

    Last Page

    8493

    WOS Identifier

    WOS:000283975700001

    ISSN

    0040-4020

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