Some time ago, Prof. Muñiz research group published a Pd-catalysed procedure for the diamination of acrylates using ureas as nitrogen sources. The reaction proceeded selectively to generate syn-configured 2,3-diamino esters.

In this latter paper, selected by Synfacts, they extend this methodology using the corresponding sulfamates as nitrogen sources. Sulfamates are more accesible starting materials with broader structural diversity. The use of sulfamates give rise to anti-configured 2,3-diamino carboxylates with good yields and diastereoselectivity.
Thanks to the isolation of an aminobrominated intermediate the reaction mechanism of this intramolecular diamination of acrylates was confirmed.

Synfacts selects the most relevant and up-to-date results in synthetic organic chemistry. They highlighted this ‘Pd(II)-Catalyzed anti-Diamination of Acrylates Using Sulfamates’ in their latest issue.

Palladium-catalyzed intramolecular diamination of acrylic esters using sulfamates as nitrogen source
P. Chávez, J. Kirsch, J. Streuff, K. Muñiz
J. Org. Chem. 2012, 77, 1922-1930