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Volumn 126, Issue 20, 2004, Pages 6240-6241

A new entry of nucleophiles in rhodium-catalyzed asymmetric 1,4-addition reactions: Addition of organozinc reagents for the synthesis of 2-aryl-4-piperidones

Author keywords

[No Author keywords available]

Indexed keywords

NEUROKININ 1 RECEPTOR; ORGANOMETALLIC COMPOUND; PIPERIDONE DERIVATIVE; REAGENT; RHODIUM; TACHYKININ RECEPTOR ANTAGONIST; TITANIUM DERIVATIVE; ZINC COMPLEX;

EID: 2442720188     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja048825m     Document Type: Article
Times cited : (132)

References (39)
  • 10
    • 2442704821 scopus 로고    scopus 로고
    • Application: WO 2003-EP1308 20030210
    • For the chemistry and biology of compound B, see: (a) Alvaro, G.; Di Fabio, R.; Tranquillini, M. E.; Spada, S. Application: WO 2003-EP1308 20030210.
    • Alvaro, G.1    Di Fabio, R.2    Tranquillini, M.E.3    Spada, S.4
  • 11
    • 2442669781 scopus 로고    scopus 로고
    • Application: WO 2003-GB501 20030205
    • (b) Alvaro, G.; Di Fabio, R. Application: WO 2003-GB501 20030205.
    • Alvaro, G.1    Di Fabio, R.2
  • 13
    • 2442712152 scopus 로고    scopus 로고
    • Application: WO 2002-GB1601 20020405
    • (d) Alvaro, G. Application: WO 2002-GB1601 20020405.
    • Alvaro, G.1
  • 23
    • 0031980938 scopus 로고    scopus 로고
    • There have been some reports on the catalytic asymmetric aza-Diels-Alder reactions for the construction of 2-aryl-2,3-dihydro-4-pyridones, see: (a) Kobayashi, S.; Komiyama, S.; Ishitani, H. Angew. Chem., Int. Ed. 1998, 37, 979.
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 979
    • Kobayashi, S.1    Komiyama, S.2    Ishitani, H.3
  • 31
    • 0000679263 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag: New York; Chapter 31.1
    • Alkylzinc reagents (e.g., diethyl zinc) have been widely used in the copper-catalyzed asymmetric 1,4-addition reactions. For an overview, see: Tomioka, K.; Nagaoka, Y. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag: New York, 1999; Chapter 31.1.
    • (1999) Comprehensive Asymmetric Catalysis
    • Tomioka, K.1    Nagaoka, Y.2
  • 35
    • 2442684913 scopus 로고    scopus 로고
    • note
    • The yield could not be further improved by changing the stoichiometry of PhB(OH)2, the reaction temperature, or the reaction time.
  • 38
    • 2442687412 scopus 로고    scopus 로고
    • note
    • The absolute configuration of the 1,4-adducts was assigned to be (R), based on the optical rotation of compound 3 in eq 2 (see Supporting Information).
  • 39
    • 2442689862 scopus 로고    scopus 로고
    • note
    • Under our standard conditions, alkyl- or alkenylzinc reagents are not suitable nucleophiles.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.