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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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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container_end_page 1806
container_issue 10
container_start_page 1797
container_title Advanced synthesis & catalysis
container_volume 353
creator Chougnet, Antoinette
Zhang, Guoqi
Liu, Kegang
Häussinger, Daniel
Kägi, Andreas
Allmendinger, Thomas
Woggon, Wolf-D.
description 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.
doi_str_mv 10.1002/adsc.201100157
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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
title Diastereoselective and Highly Enantioselective Henry Reactions using C1-Symmetrical Copper(II) Complexes
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