Lithium bis[(1R,5R)-3-aza-3-benzyl-1,5-diphenylpentan-1,5-diolato]-aluminium — A new heterobimetallic catalyst for Michael addition reactions
| Autor: | G. Sundararajan, G Manickam |
|---|---|
| Rok vydání: | 1999 |
| Předmět: |
synthesis
X ray diffraction Diol chemistry.chemical_element Biochemistry Medicinal chemistry lithium derivative Catalysis Adduct chemistry.chemical_compound aluminum derivative enantiomer Drug Discovery Organic chemistry nuclear magnetic resonance spectroscopy catalysis Thiophenol Organic Chemistry stereochemistry Asymmetric induction reaction analysis priority journal chemistry Nitro Michael reaction Lithium catalyst |
| Zdroj: | Tetrahedron. 55:2721-2736 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/s0040-4020(99)00044-7 |
| Popis: | The C 2 -symmetric amino diol, (1 R ,5 R )-3-aza-3-benzyl-1,5-diphenyl pentan-1, 5-diol, 1 [ (R,R)- 1 ] reacts with LiAlH 4 to give the heterobimetallic complex 2 of the composition [( 1 2 -Al)Li]. Complex 2 was characterised by 1 H-, 13 C-, 27 Al- and 7 Li-NMR spectral data. Also, 2 when used in catalytic amounts accelerates Michael addition of malonates and thiophenol to α,β-unsaturated compounds like aldehydes, ketones, cyano and nitro compounds with high yield. Asymmetric induction in the Michael adducts has also been observed when a enantiomerically pure catalyst 2 was employed. |
| Databáze: | OpenAIRE |
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