syn-selective catalytic asymmetric nitro-Mannich reactions using a heterobimetallic Cu-Sm-Schiff base complex

Journal of the American Chemical Society

Volumn 129, Issue 16, 2007, Pages 4900-4901

  Handa, Shinya ^a   Gnanadesikan, Vijay ^a   Matsunaga, Shigeki ^a   Shibasaki, Masakatsu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER COMPLEX; SAMARIUM; SCHIFF BASE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; ENANTIOSELECTIVITY; MANNICH REACTION; NITRO MANNICH REACTION; REACTION ANALYSIS;

CATALYSIS; DIAMINES; MANNICH BASES; ORGANOMETALLIC COMPOUNDS; SCHIFF BASES;

EID: 34247463317     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0701560     Document Type: Article

References (32)

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18. In this paper, we call β-nitroamine 1 as anti-isomer and 2 as syn-isomer.
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24. 2/ligand ratio effects), see Supporting Information. In the initial screening, N-Boc imines gave better results than other imines such as N-diphenylphosphinoyl imine and N-Ts imine.
25. For determination of relative and absolute configurations of products in Tables 1 and 2, see Supporting Information.
26. 4), the reaction did not proceed cleanly under the present reaction conditions. Product was obtained in low yield (25% yield).
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29. For more detailed results of ES1-MS analysis and discussion, see Supporting Information.
30. The structures of related heterobimetallic Cu - rare earth metal - Schiff base complexes were unequivocally determined by X-ray crystallographic analysis. See: (a) Koner, R.; Lee, G.-H.; Wang, Y.; Wei, H.-H.; Mohanta, S. Eur. J. Inorg. Chem. 2005, 1500.
31. 2 position.
32. Postulated reaction mechanism and transition state model for the syn-isomer are described in Supporting Information.