Direct asymmetric aldol reactions catalyzed by nanocrystalline copper(II) oxide

The direct asymmetric aldol reactions of aromatic aldehydes with acetone to afford chiral β-hydroxy carbonyl compounds is realized using nanocrystalline copper(II) oxide in the presence of (1 S,2 S)-(−)-1,2-diphenylethylenediamine. The direct asymmetric aldol reactions of aromatic and heteroaromatic...

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Bibliographic Details
Published in:Tetrahedron letters 2008-02, Vol.49 (9), p.1498-1501
Main Authors: Kantam, M. Lakshmi, Ramani, Thekkathu, Chakrapani, Lakkoju, Kumar, K.Vijay
Format: Article
Language:English
Subjects:
Direct asymmetric aldol reaction
Enantiomeric excess (ee)
Nano-CuO
β-Hydroxy carbonyl compounds
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Summary:The direct asymmetric aldol reactions of aromatic aldehydes with acetone to afford chiral β-hydroxy carbonyl compounds is realized using nanocrystalline copper(II) oxide in the presence of (1 S,2 S)-(−)-1,2-diphenylethylenediamine. The direct asymmetric aldol reactions of aromatic and heteroaromatic aldehydes with acetone to afford chiral β-hydroxy carbonyl compounds in good yields and good to moderate enantioselectivities are realized using nanocrystalline copper(II) oxide in the presence of (1 S,2 S)-(−)-1,2-diphenylethylenediamine at −30 °C. The catalyst can be reused for four cycles with consistent activity and enantioselectivity.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2007.12.119