Title

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

Authors

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

Comments

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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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