Enantioselective Diamination of Terminal Olefins

Significance

This is an excellent contribution by Shi for enantioselective introduction of the 1,2-diamino functionality. In related work the authors have developed Pd(0)- and Cu(I)-catalyzed regio- and stereoselective diaminations of conjugated dienes and trienes using 1 as nitrogen source. The non-enantioselective reaction of terminal olefins and 1 catalyzed by Pd(PPh₃)₄ was reported by the authors in J. Am. Chem. Soc. 2007, 129, 7496. In the present work, use of phosphoramidite ligand L1 and Pd₂(dba)₃ provides the diamination products of various functionalized terminal alkenes and 1 in high yields and enantiomeric excesses.