Enantioselective Additions of Stabilized Carbanions to Imines Generated from alpha-Amido Sulfones By Using Lipophilic Salts of Chiral Tris(1,2-diphenylethylenediamine) Cobalt(III) Trications as Hydrogen Bond Donor Catalysts Academic Article uri icon


  • The enantiopure salt -[Co((S,S)-dpen)3]3+ 2ClBArf [BArf = B(3,5-C6H3(CF3)2)4] is an effective hydrogen bond donor catalyst (10 mol%, r.t., CH2Cl2) for enantioselective additions of dialkyl malonates to Boc-derivatized aryl imines generated from sulfones [ArCH(SO2Ph)NHBoc] in the presence of K2CO3 (ten examples, 9197% isolated yields, 8799% ee). The diastereomeric salt -[Co((S,S)-dpen)3]3+ 2ClBArf20 [BArf20 =B(C6F5)4 ] is similarly applied to additions of nitroalkanes (four examples, 8993% isolated yields, 7991% ee). Precautions to exclude air or moisture are unnecessary.

published proceedings


altmetric score

  • 1

author list (cited authors)

  • Joshi, H., Ghosh, S. K., & Gladysz, J. A.

citation count

  • 25

complete list of authors

  • Joshi, Hemant||Ghosh, Subrata K||Gladysz, John A

publication date

  • September 2017