Rhodium(II,II) dimer as an efficient catalyst for aziridination of sulfonamides and amidation of steroids

被引:128
作者
Liang, JL
Yuan, SX
Chan, PWH
Che, CM
机构
[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
[2] Univ Hong Kong, Open Lab Chem Biol, Inst Mol Technol Drug Discovery & Synth, Hong Kong, Hong Kong, Peoples R China
关键词
D O I
10.1021/ol0270475
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Unsaturated sulfonamides underwent direct intramolecular aziridination catalyzed by Rh-2(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 alpha-selectivity (alpha/beta ratio up to 9:1).
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页码:4507 / 4510
页数:4
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