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Volumn 53, Issue 22, 1997, Pages 7671-7688

Can a chiral catalyst containing the same ligand/metal components promote the formation of both enantiomers enantioselectively? The bis(oxazoline)-magnesium perchlorate-catalyzed asymmetric Diels-Alder reaction

Author keywords

[No Author keywords available]

Indexed keywords

OXAZOLIDINONE DERIVATIVE;

EID: 0030995739     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00433-X     Document Type: Article
Times cited : (66)

References (64)
  • 1
    • 0011249708 scopus 로고
    • Natural products synthesis through pericyclic reactions
    • American Chemical Society, Washington, D.C.
    • (a) Desimoni, G.; Tacconi, G.; Barco, A.; Pollini, G. "Natural Products Synthesis Through Pericyclic Reactions" ACS Monograph 180, American Chemical Society, Washington, D.C. 1983.
    • (1983) ACS Monograph , vol.180
    • Desimoni, G.1    Tacconi, G.2    Barco, A.3    Pollini, G.4
  • 4
    • 0026080791 scopus 로고
    • For recent reviews on catalytic asymmetric Diels-Alder reactions, see: (a) Narasaka, K. Synthesis 1991, 1.
    • (1991) Synthesis , pp. 1
    • Narasaka, K.1
  • 9
    • 0001521888 scopus 로고
    • (b) Fuji, K. Chem. Rev. 1993, 93, 2037.
    • (1993) Chem. Rev. , vol.93 , pp. 2037
    • Fuji, K.1
  • 55
    • 0343162429 scopus 로고    scopus 로고
    • note
    • If log[R-5]/[S-5] are plotted vs Es values of the corresponding R group in ROH, a good linear relationship (r = 0.956) is obtained.
  • 59
    • 0347068582 scopus 로고
    • U.S. Pat. 5298623 (1994)
    • (b) Masamune, S.; Lowenthal, R.E. U.S. Pat. 5298623 (1994); C.A. 1994, 121, 205742.
    • (1994) C.a. , vol.121 , pp. 205742
    • Masamune, S.1    Lowenthal, R.E.2
  • 60
    • 0343597811 scopus 로고    scopus 로고
    • note
    • Since water heavily changes the enantioselectivity of the reaction, traces of moisture may easily induce significant variations of the e.e.
  • 61
    • 0343162423 scopus 로고    scopus 로고
    • note
    • Under the experimental conditions of the entry 2 in Table 2, 4(S)-tert-butyl bis(oxazoline) gave (R)-5 with 16% e.e.
  • 64
    • 0342292786 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra of these complexes can be registered if the stoichiometric amounts of reagents are mixed and are found to be in equilibrium with the corresponding 3 and 4.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.