Rhodium(II,II) Dimer as an Efficient
Catalyst for Aziridination of
Sulfonamides and Amidation of Steroids

Liang, Jiang-Lin; Yuan, Shi-Xue; Wai Hong Chan, Philip; Che, Chi-Ming

doi:10.1021/ol0270475.s001

ol0270475_si_001.pdf (240.18 kB)

Rhodium(II,II) Dimer as an Efficient Catalyst for Aziridination of Sulfonamides and Amidation of Steroids

journal contribution

posted on 2002-11-15, 00:00 authored by Jiang-Lin Liang, Shi-Xue Yuan, Philip Wai Hong Chan, Chi-Ming Che

Unsaturated sulfonamides underwent direct intramolecular aziridination catalyzed by Rh₂(OAc)₄ with PhI(OAc)₂ and Al₂O₃ to give the corresponding aziridine products in excellent yields (up to 98%) and with good to excellent conversions. High turnovers (up to 1375) were achieved. The intermolecular rhodium-catalyzed amidation of cholesteryl acetate with PhINTs or PhI(OAc)₂/NH₂R as the nitrogen source exhibited both excellent regio- and α-selectivity (α/β ratio up to 9:1).