1309388-62-2Relevant academic research and scientific papers
Synthesis of enantiomerically enriched imidazolidin-2-ones through asymmetric palladium-catalyzed alkene carboamination reactions
Hopkins, Brett A.,Wolfe, John P.
supporting information, p. 9886 - 9890 (2012/10/29)
Positive water effect: A catalyst composed of [Pd2(dba) 3] (dba=dibenzylideneacetone) and (S)-Siphos-PE is effective for the enantioselective coupling of N-allyl ureas with aryl bromides to afford 4-substituted imidazolidin-2-ones. Added water leads to significantly improved enantioselectivities with electron-poor aryl halide substrates. It is suggested that the C-C bond-forming reductive elimination is the enantiodetermining step in these reactions. Copyright
Gold(I)-catalyzed intramolecular hydroamination of N-allylic N′-arylureas to form imidazolidin-2-ones
Li, Hao,Song, Feijie,Widenhoefer, Ross A.
supporting information; experimental part, p. 955 - 962 (2011/06/25)
Treatment of N-allylic N′-arylureas with a catalytic 1:1 mixture of di-tert-butyl-o-biphenylphoshphine gold(I) chloride and silver hexafluorophosphate (1 mol%) in chloroform at room temperature led to 5-exo-hydroamination to form the corresponding imidazolidin-2-ones in excellent yield. In the case of N-allylic ureas that possessed an allylic alkyl, benzyloxymethyl, or acetoxymethyl substituent, gold(I)-catalyzed 5-exo-hydroamination leads to formation of the corresponding trans-3,4-disubstituted imidazolidin-2-ones in excellent yield with ≥50:1 diastereoselectivity.
