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Volumn 75, Issue 19, 2010, Pages 6424-6435

Development of bifunctional aza-bis(oxazoline) copper catalysts for enantioselective henry reaction

Author keywords

[No Author keywords available]

Indexed keywords

BIFUNCTIONAL; BIS(OXAZOLINE) LIGANDS; CATALYTIC ACTIVITY; COPPER CATALYST; COPPER COMPLEXES; CU COMPLEXES; DUAL ACTIVATION; ENANTIOSELECTIVE; FUNCTIONALIZED; HENRY REACTIONS; LEWIS ACID; OXAZOLINES; RATE ACCELERATION; TERTIARY AMINE;

EID: 77957143902     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo1009867     Document Type: Article
Times cited : (73)

References (134)
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    • For selected examples of bifunctional organocatalysts, see
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    • 2 promoted the asymmetric Henry reaction between benzaldehyde and nitromethane at room temperature in THF in 76% yield and 92% ee. See
    • 2 promoted the asymmetric Henry reaction between benzaldehyde and nitromethane at room temperature in THF in 76% yield and 92% ee. See: Rasappan, R.; Olbrich, T.; Reiser, O. Adv. Synth. Catal. 2009, 351, 1961-1967
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    • racemic[amine] is negligible). Also see ref 20b for further discussion on base effect
    • racemic[amine] is negligible). Also see ref 20b for further discussion on base effect.
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    • Two equivalents of nitromethane were used to get more precise kinetic data: First, the slower reaction rate with reduced amount of nitromethane provided more data points in reaction monitoring by HPLC. Second, use of 2 equiv of nitromethane also facilitates the peak separation in HPLC. With 10 equiv of nitromethane, the large nitromethane peak tends to overlap with the 2-methoxy benzaldehyde peak.
    • Two equivalents of nitromethane were used to get more precise kinetic data: First, the slower reaction rate with reduced amount of nitromethane provided more data points in reaction monitoring by HPLC. Second, use of 2 equiv of nitromethane also facilitates the peak separation in HPLC. With 10 equiv of nitromethane, the large nitromethane peak tends to overlap with the 2-methoxy benzaldehyde peak.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.