Issue 25, 2015

Catalytic, highly enantioselective, direct amination of enecarbamates

Abstract

Amination of enecarbamates with dibenzylazodicarboxylate and oxygenated nucleophiles in the presence of a catalytic amount of chiral phosphoric acid afforded optically active stable precursors of α-hydrazinoimines, which were reduced or oxidized, respectively, to vicinal diamines or α-amino acid precursors with excellent yield and enantioselectivity.

Graphical abstract: Catalytic, highly enantioselective, direct amination of enecarbamates

Supplementary files

Article information

Article type
Communication
Submitted
13 ኦክቶ 2014
Accepted
18 ኖቬም 2014
First published
21 ኖቬም 2014

Chem. Commun., 2015,51, 5383-5386

Author version available

Catalytic, highly enantioselective, direct amination of enecarbamates

A. Dumoulin, C. Lalli, P. Retailleau and G. Masson, Chem. Commun., 2015, 51, 5383 DOI: 10.1039/C4CC08052A

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