Tetrahedron letters

Synthesis of 15 N-labeled vicinal diamines through N-activated chiral aziridines: tools for the NMR study of platinum-based anticancer compounds

…, M Gelbcke, E Cauët, M Luhmer, J Nève, F Dufrasne

Index: Berger, Gilles; Gelbcke, Michel; Cauet, Emilie; Luhmer, Michel; Neve, Jean; Dufrasne, Francois Tetrahedron Letters, 2013 , vol. 54, # 6 p. 545 - 548

Full Text: HTML

Citation Number: 4

Abstract

A new method for the synthesis of 15N-labeled chiral β-diamines from a common precursor, either optically pure amino acids or anti-β-amino alcohols, is reported. The two diastereomeric series of vicinal diamines are produced through the nucleophilic ring opening of activated chiral aziridines. 15N was introduced by means of [15N]-benzylamine, prepared from 15NH4Cl. The final compounds are highly valuable because [1H–15N] ...

Related Articles:

Stereoselective deprotonation of chiral and achiral 2-aminoalkyl carbamates: Synthesis of optically active β-amino alcohols via 1-oxy-substituted alkyllithium …

[Schwerdtfeger, Joerg; Kolczewski, Sabine; Weber, Berthold; Froehlich, Roland; Hoppe, Dieter Synthesis, 1999 , # 9 p. 1573 - 1592]

Stereoselective synthesis of (3R, 4S)-statine utilising the iron acetyl complex [(η 5-C 5 H 5) Fe (CO)(PPh 3) COMe] as a chiral acetate enolate equivalent.

[Cooke, Jason W. B.; Davies, Stephen G.; Naylor, Alan Tetrahedron, 1993 , vol. 49, # 36 p. 7955 - 7966]

More Articles...