Rhodium(II,II) Dimer as an Efficient Catalyst for Aziridination of Sulfonamides and Amidation of Steroids
2002; American Chemical Society; Volume: 4; Issue: 25 Linguagem: Inglês
10.1021/ol0270475
ISSN1523-7060
AutoresJiang-Lin Liang, Shi-Xue Yuan, Philip Wai Hong Chan, Chi‐Ming Che,
Tópico(s)Sulfur-Based Synthesis Techniques
Resumo[reaction: see text] Unsaturated sulfonamides underwent direct intramolecular aziridination catalyzed by Rh(2)(OAc)(4) with PhI(OAc)(2) and Al(2)O(3) 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)/NH(2)R as the nitrogen source exhibited both excellent regio- and alpha-selectivity (alpha/beta ratio up to 9:1).
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