Allylpalladium Umpolung in the Three-Component Coupling Synthesis of Homoallylic Amines

Chad D. Hopkins and Helena C. Malinakova*
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045-7582
Org. Lett., 2006, 8 (26), pp 5971–5974
DOI: 10.1021/ol0624528
Publication Date (Web): December 1, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, hmalina@ku.edu

Abstract

Abstract Image

Homoallylic amines and α-amino esters were prepared via a Pd(II)-catalyzed coupling of boronic acids and 1,2-nonadiene with ethyl iminoacetate or aliphatic, aromatic, and heteroaromatic imines. The allylpalladium umpolung was induced by a Pd(OAc)2 catalyst with commercial phosphine ligands.

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History

  • Published In Issue December 21, 2006
  • Received October 5, 2006

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