Remarkably stable chiral zirconium complexes for asymmetric Mannich-type reactions

Journal of the American Chemical Society

Volumn 128, Issue 34, 2006, Pages 11232-11235

  Saruhashi, Kowichiro ^a   Kobayashi, Shu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; COMPLEXATION; NUCLEAR MAGNETIC RESONANCE; REACTION KINETICS; SILICON; SINGLE CRYSTALS; X RAY ANALYSIS;

CHIRAL ZIRCONIUM COMPLEXES; DICHLOROMETHANE; MANNICH-TYPE REACTIONS; STEREOSELECTIVITIES;

ZIRCONIUM;

1 METHYLIMIDAZOLE; 2,2' DIHYDROXY 1,1' BINAPHTHYL; DICHLOROMETHANE; IMINE; SILICON DERIVATIVE; ZIRCONIUM;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHIRALITY; ENANTIOSELECTIVITY; MANNICH REACTION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; X RAY ANALYSIS; X RAY CRYSTALLOGRAPHY;

MAGNETIC RESONANCE SPECTROSCOPY; STEREOISOMERISM; ZIRCONIUM;

EID: 33748071489     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja062776r     Document Type: Article

References (27)

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23. Recently we reported a storable chiral zirconium catalyst: however, the recovery of the catalyst was not enough and NM1 had to be added every time for the reuse of the catalyst. Kohayashi, S.; Ueno, M.; Saito, S.; Mizuki, Y.; Ishitani, H.; Yamashita, Y. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 5476.
24. Details are shown in Supporting Information.
25. When a zirconium catalyst was prepared using N-benzylimidazole instead of NM1, a similar powered catalyst was initially formed.
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27. We also conducted NMR analyses of the four zirconium catalysts with an imine. While the charts are rather complicated, independent signals of the zirconium catalysts and the imine were observed as major species in all cases. See Supporting Information.