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

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

Research output: Contribution to journalArticleResearchpeer-review

126 Citations (Scopus)

Abstract

(Matrix Presented) Unsaturated sulfonamides underwent direct intramolecular aziridination catalyzed by Rh2(OAc)4 with Phl(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 Phl=NTs or Phl(OAc)2/NH2R as the nitrogen source exhibited both excellent regio- and α-selectivity (α/β ratio up to 9:1).

Original languageEnglish
Pages (from-to)4507-4510
Number of pages4
JournalOrganic Letters
Volume4
Issue number25
DOIs
Publication statusPublished - 12 Dec 2002
Externally publishedYes

Cite this