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Volumn 20, Issue 21, 2009, Pages 2467-2473

Asymmetric nitroaldol reaction catalyzed by copper-diamine complexes: selective construction of two contiguous stereogenic centers

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALDEHYDE DERIVATIVE; AMINE; COPPER COMPLEX; CYCLOHEXANE DERIVATIVE; DIAMINE; NITRO DERIVATIVE;

EID: 72049100940     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2009.10.001     Document Type: Article
Times cited : (40)

References (42)
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    • (2001) Tetrahedron , vol.57 , pp. 915-945
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  • 7
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    • For some latest examples of the asymmetric nitroaldol reaction, see
    • For some latest examples of the asymmetric nitroaldol reaction, see. Arai T., Yokoyama N., and Yanagisawa A. Chem. Eur. J. 14 (2008) 2052-2059
    • (2008) Chem. Eur. J. , vol.14 , pp. 2052-2059
    • Arai, T.1    Yokoyama, N.2    Yanagisawa, A.3
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    • 35349001124 scopus 로고    scopus 로고
    • For an anti-selective direct nitroaldol reaction, see:
    • For an anti-selective direct nitroaldol reaction, see:. Uraguchi D., Sakaki S., and Ooi T. J. Am. Chem. Soc. 129 (2007) 12392-12393
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 12392-12393
    • Uraguchi, D.1    Sakaki, S.2    Ooi, T.3
  • 25
    • 0037466989 scopus 로고    scopus 로고
    • For an anti-selective nitroaldol reaction involving silyl nitronates, see:
    • For an anti-selective nitroaldol reaction involving silyl nitronates, see:. Ooi T., Doda K., and Maruoka K. J. Am. Chem. Soc. 125 (2003) 2054-2055
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 2054-2055
    • Ooi, T.1    Doda, K.2    Maruoka, K.3
  • 28
    • 72849123165 scopus 로고
    • For the controlled synthesis of the diastereoselective nitroaldols, see:
    • For the controlled synthesis of the diastereoselective nitroaldols, see:. Seebach D., Beck A.K., Mukhopadhyay T., and Thomas E. Helv. Chim. Acta 65 (1982) 1101-1133
    • (1982) Helv. Chim. Acta , vol.65 , pp. 1101-1133
    • Seebach, D.1    Beck, A.K.2    Mukhopadhyay, T.3    Thomas, E.4
  • 30
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    • note
    • Our previous study (Ref. 3j) revealed that the reaction without the base is practically stopped at -30 °C.
  • 32
    • 52949094992 scopus 로고    scopus 로고
    • 2O and N,N-dibenzyl-(R, R)-1,2-diaminocyclohexane, see:
    • 2O and N,N-dibenzyl-(R, R)-1,2-diaminocyclohexane, see:. Nguyen Q.T., and Jeong J.H. Polyhedron 27 (2008) 3227-3230
    • (2008) Polyhedron , vol.27 , pp. 3227-3230
    • Nguyen, Q.T.1    Jeong, J.H.2
  • 33
    • 72049105765 scopus 로고    scopus 로고
    • note
    • It was reported (Ref. 4e) that these diastereomers can be resolved by column chromatography after evaporation of the volatile compounds. However, when a crude reaction mixture in 2-propanol was purified by chromatography in our case, the second isomer was not detected.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.