1996
DOI: 10.1021/jo961754s
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Novel Catalytic and Asymmetric Process for Aziridination Mediated by Sulfur Ylides

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Cited by 173 publications
(63 citation statements)
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“…Herein, our results provide experimental evidence to 29 to afford (S,S)-2-benzyl-3-phenylaziridine according to the reported sign of the specific rotation. 30 support the coordination of the carbonyl group of chalcones with the copper in the catalyst in the copper-catalyzed aziridination. This also suggests that the oxygen of the ether group seems to play a coordination role with the copper because olefin 13 shows higher enantioselectivity than olefin 12 due to the existence of an ether group in olefin 13.…”
Section: The Coordination Effect Of Oxyatoms In Substrates With Coppementioning
confidence: 57%
“…Herein, our results provide experimental evidence to 29 to afford (S,S)-2-benzyl-3-phenylaziridine according to the reported sign of the specific rotation. 30 support the coordination of the carbonyl group of chalcones with the copper in the catalyst in the copper-catalyzed aziridination. This also suggests that the oxygen of the ether group seems to play a coordination role with the copper because olefin 13 shows higher enantioselectivity than olefin 12 due to the existence of an ether group in olefin 13.…”
Section: The Coordination Effect Of Oxyatoms In Substrates With Coppementioning
confidence: 57%
“…Recently a number of advances have been made in this area, incorporating various metal complexes as catalyst (Casarrubios et al, 1996;Aggarwal et al, 1996;Gunnoe et al, 1997;Mayer and Hossain, 1998). Herein we report benign and convenient synthesis of spiro-2-[3 0 -(2 0 -phenyl)-3H-indolyl]-1-aryl-3-phenylaziridines 8a-p, starting from initial condensation between phenyl hydrazine 1 and acetophenone 2.…”
Section: Chemistrymentioning
confidence: 99%
“…Studies on this process comprise the use of Lewis acids [35], metal complexes based on Cu(I) and chiral oxazolines [36], Rh(II) and sulfur ylides [37], boron-based catalysts [38], and chiral phase-transfer catalysts [39]. Alternatively, 1,3,5-triazines, N-methoxymethylanilines, and 2-amino nitriles can be used as source of imines in the presence of the Lewis acid [40].…”
Section: Through Cyclic Intermediatesmentioning
confidence: 99%