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Volumn 11, Issue 13, 2000, Pages 2647-2651

Atropselective alkylation of biaryl compounds by means of transition metal-catalyzed C-H/olefin coupling

Author keywords

[No Author keywords available]

Indexed keywords

2 (1 NAPHTHYL) 3 METHYLPYRIDINE; ALKENE; ETHYLENE; FERROCENE DERIVATIVE; FERROCENYL PHOSPHINE; LIGAND; METAL; NAPHTHALENE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0034647971     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(00)00244-5     Document Type: Article
Times cited : (177)

References (28)
  • 2
    • 0002032726 scopus 로고
    • Syden-Penne, J. Chiral Auxiliaries and Ligands in Asymmetric Synthesis; John Wiley & Sons: New York, 1995. Whitesell, J. K. Chem. Rev. 1989, 89, 1581.
    • (1989) Chem. Rev. , vol.89 , pp. 1581
    • Whitesell, J.K.1
  • 13
    • 0029935516 scopus 로고    scopus 로고
    • Beak et al. have reported the enantioselective synthesis of non-biaryl atropisomers by the means of asymmetric alkylation of N,N-dialkyl-1-naphthamide by using the following sequence: deprotonation of the amide with sec-BuLi/(-)-sparteine followed by a reaction with an alkylation reagent. See: Thayumanavan, S.; Beak, P.; Curran, D. P. Tetrahedron Lett. 1996, 37, 2899.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 2899
    • Thayumanavan, S.1    Beak, P.2    Curran, D.P.3
  • 14
    • 0342666272 scopus 로고    scopus 로고
    • note
    • A racemization of (-)-1-(1-naphthyl)isoquinoline in which the interconversions between the corresponding atropisomers takes place easily because of low inversion barriers of this type of biaryl compounds.11
  • 15
    • 0011491278 scopus 로고
    • Pedersen, J. R. Acta. Chem. Scand. 1972, 26, 929. Pedersen, J. R. Acta. Chem. Scand. A. 1975, 29, 285.
    • (1972) Acta. Chem. Scand. , vol.26 , pp. 929
    • Pedersen, J.R.1
  • 17
    • 37049079695 scopus 로고
    • Kim et al. have reported that this catalyst system is good for the reaction of phenylpyridine with olefins. See: (a) Lim, Y.-G.; Kim, Y. H.; Kang, J.-B. J. Chem. Soc., Chem. Commun. 1994, 2267. (b) Lim, Y.-G.; Kang, J.-B.; Kim, Y. H. J. Chem. Soc., Perkin Trans. 1 1996, 2201.
    • (1994) J. Chem. Soc., Chem. Commun. , pp. 2267
    • Lim, Y.-G.1    Kim, Y.H.2    Kang, J.-B.3
  • 18
    • 33748986893 scopus 로고    scopus 로고
    • Kim et al. have reported that this catalyst system is good for the reaction of phenylpyridine with olefins. See: (a) Lim, Y.-G.; Kim, Y. H.; Kang, J.-B. J. Chem. Soc., Chem. Commun. 1994, 2267. (b) Lim, Y.-G.; Kang, J.-B.; Kim, Y. H. J. Chem. Soc., Perkin Trans. 1 1996, 2201.
    • (1996) J. Chem. Soc., Perkin Trans. 1 , pp. 2201
    • Lim, Y.-G.1    Kang, J.-B.2    Kim, Y.H.3
  • 21
    • 0343536472 scopus 로고    scopus 로고
    • note
    • 17 Unfortunately, however, the diastereomers could not be separated in all cases.
  • 22
    • 0342666270 scopus 로고    scopus 로고
    • note
    • D =+7.2 (c 0.320, chloroform).
  • 23
    • 0343536471 scopus 로고    scopus 로고
    • note
    • D = +1.9 (c 0.582, chloroform).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.