Inorganic–organic hybrid double sulfates as catalysts of the diastereoselective nitroaldol reaction

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Journal of Organometallic Chemistry Inorganic–organic hybrid double sulfates as catalysts of the diastereoselective nitroaldol reaction

Graphical Abstract New inorganic–organic hybrid materials effectively and diastereoselectively catalyze the C–C bond formation upon nitroaldol (Henry) reaction. Highlights ► New hybrid materials were easily prepared from zinc(II) salt, sulfuric acid and amines. ► Full structural characterization of the compounds was performed. ► The synthesized compounds act as effective catalysts in the nitroa...

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Zinc(II) ortho-hydroxyphenylhydrazo-β-diketonate complexes and their catalytic ability towards diastereoselective nitroaldol (Henry) reaction.

The zinc(II) complexes with ortho-hydroxy substituted arylhydrazo-β-diketonates [Zn(2)(CH(3)OH)(2)(μ-L(1))(2)] (5), [Zn{(CH(3))(2)SO}(H(2)O)(L(2))] (6), [Zn(2)(H(2)O)(2)(μ-L(3))(2)] (7) and [Zn(H(2)O)(2)(L(4))]·H(2)O (8) were synthesized by reaction of a zinc(II) salt with the appropriate hydrazo-β-diketone, HO-2-C(6)H(4)-NHN=C{C(=O)CH(3)}(2) (H(2)L(1), 1), HO-2-O(2)N-4-C(6)H(3)-NHN=C{C(=O)CH(3...

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Zinc metal-organic frameworks: efficient catalysts for the diastereoselective Henry reaction and transesterification.

Three new compounds bearing different flexible side functional groups, viz. 2-acetamidoterephthalic acid (H2L1), 2-propionamidoterephthalic acid (H2L2) and 2-benzamidoterephthalic acid (H2L3), were synthesized and their coordination reactions with zinc(II) were studied. X-ray crystallography showed the formation of novel metal organic frameworks with different dimensionalities, where the side f...

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Diastereoselective diaza-Cope rearrangement reaction.

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Highly enantioselective nitroaldol reaction catalyzed by new chiral copper complexes.

Remarkable generality in scope of DATs/Cu catalysts for enantioselective nitroaldol reaction is described; excellent levels of stereoinduction are recorded for a range of aldehydes (ee 81-99%, 17 examples) and the possibility to employ the present catalytic system as the key step for the preparation of highly functionalized tetrahydro-isoquinolines is demonstrated.

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ژورنال

عنوان ژورنال: Journal of Organometallic Chemistry

سال: 2013

ISSN: 0022-328X

DOI: 10.1016/j.jorganchem.2013.05.028