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Volumn 12, Issue 5, 2010, Pages 1072-1075

Nickel-catalyzed asymmetric Ullmann Coupling for the synthesis of axially chiral tetra-ortho-substituted biaryl dials

Author keywords

[No Author keywords available]

Indexed keywords

NICKEL; POLYCYCLIC HYDROCARBON;

EID: 77749298247     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol1000632     Document Type: Article
Times cited : (46)

References (67)
  • 8
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    • Jacobsen, E. N, Pfaltz, A, Yamamoto, H, Eds, Springer: New York
    • (b) Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds. Comprehensive Asymmetric Catalysis I-III; Springer: New York, 1999.
    • (1999) Comprehensive Asymmetric Catalysis I-III
  • 20
  • 29
    • 0033580812 scopus 로고    scopus 로고
    • Tichý, M.; Buděš?́nský, M.; Günterová, J.; Závada, J.; Podlaha, J.; C? ́sařová, I. Tetrahedron 1999, 55, 7893.
    • (i) Tichý, M.; Buděš?́nský, M.; Günterová, J.; Závada, J.; Podlaha, J.; C? ́sařová, I. Tetrahedron 1999, 55, 7893.
  • 35
    • 0035945058 scopus 로고    scopus 로고
    • and ref 5a. For two known kinetic resolution reports, see
    • For two known kinetic resolution reports, see: Annunziata, R.; Benaglia, M.; Raimondi, L. Tetrahedron 2001, 57, 10357, and ref 5a.
    • (2001) Tetrahedron , vol.57 , pp. 10357
    • Annunziata, R.1    Benaglia, M.2    Raimondi, L.3
  • 36
    • 0003167996 scopus 로고    scopus 로고
    • For two examples of biaryl dial synthesis via chiral substrate-induced asymmetric oxidative coupling, see: (a) Neo, A. G, Gref, A, Riant, O. Chem. Commun. 1998, 2353
    • For two examples of biaryl dial synthesis via chiral substrate-induced asymmetric oxidative coupling, see: (a) Neo, A. G.; Gref, A.; Riant, O. Chem. Commun. 1998, 2353.
  • 38
    • 0032483424 scopus 로고    scopus 로고
    • For two examples of biaryl dial synthesis via chiral substrate-induced asymmetric Ullmann coupling, see: a
    • For two examples of biaryl dial synthesis via chiral substrate-induced asymmetric Ullmann coupling, see: (a) Patti, A.; Lambusta, D.; Piattelli, M.; Nicolosi, G. Tetrahedron: Asymmetry 1998, 9, 3073.
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 3073
    • Patti, A.1    Lambusta, D.2    Piattelli, M.3    Nicolosi, G.4
  • 40
    • 84861254975 scopus 로고    scopus 로고
    • For an intramolecular approach utilizing chiral carbon-carbon bridges to nonracemic biaryl dialdehyde synthesis, see: Bringmann, G, Keller, P. A, Rölfing, K. Synlett 1994, 423
    • For an intramolecular approach utilizing chiral carbon-carbon bridges to nonracemic biaryl dialdehyde synthesis, see: Bringmann, G.; Keller, P. A.; Rölfing, K. Synlett 1994, 423.
  • 45
  • 60
    • 0038676302 scopus 로고    scopus 로고
    • For other biaryl (BINOLs) examples of observation of more favorable crystallization of the racemate, see: Li, X.; Hewgley, B.; Mulrooney, C. A.; Yang, J.; Kozlowski, M. C. J. Org. Chem. 2003, 68, 5500. For a related general discussion,
    • For other biaryl (BINOLs) examples of observation of more favorable crystallization of the racemate, see: Li, X.; Hewgley, B.; Mulrooney, C. A.; Yang, J.; Kozlowski, M. C. J. Org. Chem. 2003, 68, 5500. For a related general discussion,
  • 62
    • 77749245346 scopus 로고    scopus 로고
    • The absolute configuration was assigned as (R) by comparison of optical rotation value with that reported in refs 4a and 4c.
    • The absolute configuration was assigned as (R) by comparison of optical rotation value with that reported in refs 4a and 4c.
  • 67
    • 77749245345 scopus 로고    scopus 로고
    • In Molander's work, TIPS ether at 2-position instead of dioxolane was used, and a 4:1 ZIE ratio was obtained.
    • In Molander's work, TIPS ether at 2-position instead of dioxolane was used, and a 4:1 ZIE ratio was obtained.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.