Diastereoselective and Highly Enantioselective Henry Reactions using C1-Symmetrical Copper(II) Complexes

Catalytic Henry reactions of aliphatic aldehydes and prochiral nitro compounds were investigated using copper(II) complexes of 14 C1‐symmetrical ligands derived from (1R,2R)(−)‐diaminocyclohexane. β‐Nitro alcohols with syn:anti ratios of up to 5.7 and excellent ee values for both diastereosimers wer...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2011-07, Vol.353 (10), p.1797-1806
Main Authors: Chougnet, Antoinette, Zhang, Guoqi, Liu, Kegang, Häussinger, Daniel, Kägi, Andreas, Allmendinger, Thomas, Woggon, Wolf-D.
Format: Article
Language:English
Subjects:
Alcohols
Aldehydes
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Aliphatic compounds
Catalysis
Catalysts
Chemistry
copper(II) complexes
diastereoselectivity
enantioselectivity
Exact sciences and technology
Henry reaction
Ligands
Nitro compounds
nitroaldol reaction
Organic chemistry
Preparations and properties
Synthesis
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Summary:Catalytic Henry reactions of aliphatic aldehydes and prochiral nitro compounds were investigated using copper(II) complexes of 14 C1‐symmetrical ligands derived from (1R,2R)(−)‐diaminocyclohexane. β‐Nitro alcohols with syn:anti ratios of up to 5.7 and excellent ee values for both diastereosimers were obtained.
ISSN:1615-4150
1615-4169
1615-4169
DOI:10.1002/adsc.201100157