Synthesis of Enantiopure Allylamines by Reductive Alkylation of Amino Epoxides with Organolithium Reagents

José M. Concellón,* José Ramón Suárez, and Virginia del Solar
Departamento de Qumica Orgnica e Inorgnica, Facultad de Qumica Universidad de Oviedo, Julin Clavera, 8, 33071 Oviedo, Spain
Org. Lett., 2006, 8 (2), pp 349–351
DOI: 10.1021/ol0529602
Publication Date (Web): December 30, 2005
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.

, jmcg@uniovi.es

Abstract

Abstract Image

Transformation of enantiopure (2R,1‘S)-2-(1-aminoalkyl)epoxides 1 into the corresponding allylamines 2 is described. The opening of the epoxide ring with different organolithium compounds takes place with total selectivity and in high yields.

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History

  • Published In Issue January 19, 2006
  • Received December 7, 2005

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