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Volumn 21, Issue 8, 2002, Pages 1662-1666

Application of the chiral poisoning strategy: Enantioselective Diels-Alder catalysis with a racemic Ru/BINaP-monoxide lewis acid

Author keywords

[No Author keywords available]

Indexed keywords

LEWIS ACID;

EID: 0001746825     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om011052f     Document Type: Article
Times cited : (37)

References (42)
  • 11
    • 37649026044 scopus 로고    scopus 로고
    • (h) Noyori, R.; Ohkuma, T. Angew. Chem., Int. Ed. 2001, 40, 40-73 (this article reviews transfer hydrogenations and briefly summarizes chiral poisoning results).
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 40-73
    • Noyori, R.1    Ohkuma, T.2
  • 13
    • 0001934122 scopus 로고    scopus 로고
    • For additional successful examples of enantio-selective Diels-Alder catalysis, see: (b) Faller, J. W.; Lavoie, A. R. J. Organomet. Chem. 2001, 630, 17.
    • (2001) J. Organomet. Chem. , vol.630 , pp. 17
    • Faller, J.W.1    Lavoie, A.R.2
  • 24
    • 0000030775 scopus 로고    scopus 로고
    • The driving force for binding via the carbonyl functionality (as opposed to the double bond) has previously been documented and is suggested to be a function of the metal's preference for the "hard" donor. For examples of a-bound aldehyde complexes, see: (a) Faller, J. W.; Patel, B. P.; Albrizzio, M. A.; Curtis, M. Organometallics 1999, 18, 3096.
    • (1999) Organometallics , vol.18 , pp. 3096
    • Faller, J.W.1    Patel, B.P.2    Albrizzio, M.A.3    Curtis, M.4
  • 35
    • 0037685829 scopus 로고    scopus 로고
    • note
    • 6e
  • 36
    • 0038023729 scopus 로고    scopus 로고
    • This is substantiated by the lack of catalytic activity at -24 °C and the production of racemic material at +25 °C
    • This is substantiated by the lack of catalytic activity at -24 °C and the production of racemic material at +25 °C.
  • 37
    • 0038023728 scopus 로고    scopus 로고
    • note
    • (a) Determined by integration of the appropriate catalyst/proline resonances in addition to resonances at δ ∼ 30.5 (singlet), which corresponded to the dissociated (and subsequently oxidized) ligand.
  • 38
    • 0038700205 scopus 로고    scopus 로고
    • note
    • eq but have determined ratios of formation constants in which all quantities can be measured with reasonable accuracy.
  • 39
    • 0001704256 scopus 로고    scopus 로고
    • in an attempt to determine the nature of the generated Ru-CP*) complex
    • 2, AgCl was generated but the cationic ruthenium complex was not a catalyst for the DA reaction. (See also Hoffmuller, W.; Polborn, K.; Knizek, J.; Beck, W. Z. Anorg. Allg. Chem. 1997, 623, 1903.)
    • (1998) Chem. Lett. , pp. 491
    • Ohta, T.1    Nakahara, S.2    Shigemura, Y.3    Hattori, K.4    Furukawa, I.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.