Noncovalent Immobilization of Ionic-tagged Box-Cu(OAc)2 Complex and Its Application in Asymmetric Henry Reaction

Noncovalent Immobilization of Ionic-tagged Box-Cu(OAc)2 Complex and Its Application in Asymmetric Henry Reaction

ABSTRACT Immobilized Cu(OAc)2‐bis(oxazolines) via hydrogen bonding by SBA‐15 was applied to asymmetric Henry reaction, and good enantioselectivities were obtained (up to 83% ee) between 2‐methoxybenzaldehyde and CH3NO2 in isopropyl alcohol (iPrOH). The catalyst could be reused seven times without an...

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Veröffentlicht in:Chirality (New York, N.Y.) N.Y.), 2012-12, Vol.24 (12), p.1092-1095
Hauptverfasser: Li, Zhi-Huai, Zhou, Zhi-Ming, Hao, Xiao-Yan, Zhang, Jun, Dong, Xiao, Liu, Ying-Qiang
Format: Artikel
Sprache:eng
Schlagworte:
asymmetric Henry reaction
Benzaldehydes - chemistry
bis(oxazolines)
Catalysis
Copper - chemistry
Hydrogen Bonding
immobilization
Methane - analogs & derivatives
Methane - chemistry
Nitroparaffins - chemistry
Organometallic Compounds - chemistry
SBA-15
Silicon Dioxide - chemistry
Stereoisomerism
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Zusammenfassung:ABSTRACT Immobilized Cu(OAc)2‐bis(oxazolines) via hydrogen bonding by SBA‐15 was applied to asymmetric Henry reaction, and good enantioselectivities were obtained (up to 83% ee) between 2‐methoxybenzaldehyde and CH3NO2 in isopropyl alcohol (iPrOH). The catalyst could be reused seven times without any obvious loss in enantioselectivity. For the first time, this facile and clean immobilization method is applied to the use of bis(oxazolines) complexes. Chirality 24:1092‐1095, 2012. © 2012 Wiley Periodicals, Inc.
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.22104