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Volumn 65, Issue 3, 2000, Pages 722-728

Atropisomerization barriers of configurationally unstable biaryl compounds, useful substrates for atroposelective conversions to axially chiral biaryls

Author keywords

[No Author keywords available]

Indexed keywords

LACTONE; NAPHTHALENE DERIVATIVE;

EID: 0033975522     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9913356     Document Type: Article
Times cited : (67)

References (35)
  • 2
    • 0000297657 scopus 로고    scopus 로고
    • Scolastico, C., Nicotra, F., Eds.; Plenum Publishing Corporation: New York
    • (b) Bringmann, G.; Tasler, S. In Current Trends in Organic Synthesis; Scolastico, C., Nicotra, F., Eds.; Plenum Publishing Corporation: New York, 1999; p 105.
    • (1999) Current Trends in Organic Synthesis , pp. 105
    • Bringmann, G.1    Tasler, S.2
  • 5
    • 0342466790 scopus 로고
    • (Houben Weyl), 4th ed.; Helmchen, G., Hoffmann, R. W., Mulzer, J., Schaumann, E., Eds.; Thieme: Stuttgart
    • For the now recommended M/P-denotion for axially chiral compounds, see: Helmchen, G. In Methods of Organic Chemistry (Houben Weyl), 4th ed.; Helmchen, G., Hoffmann, R. W., Mulzer, J., Schaumann, E., Eds.; Thieme: Stuttgart, 1995; Vol. E21a, p 11.
    • (1995) Methods of Organic Chemistry , vol.E21A , pp. 11
    • Helmchen, G.1
  • 12
    • 0024786643 scopus 로고
    • Since a "chemical" atropisomerization via cyclic intermediates as for the acyl compounds 4 is less feasible for the corresponding less reactive esters and amides 2, these compounds are usually configurationally stable (for an exception involving esters of MeOH as a very small alcohol, see: Bringmann, G.; Reuscher, H Angew. Chem., Int. Ed. Engl. 1989, 28, 1672).
    • (1989) Angew. Chem., Int. Ed. Engl. , vol.28 , pp. 1672
    • Bringmann, G.1    Reuscher, H.2
  • 19
    • 0343336087 scopus 로고    scopus 로고
    • submitted for publication
    • For a directed atropisomer-selective synthesis of 1f by kinetic resolution of rac-1f using chiral H-nucleophiles, see ref 1a and: Bringmann, G.; Hinrichs, J.; Kraus, J.; Wuzik, A.; Schulz, T. J. Org. Chem., submitted for publication.
    • J. Org. Chem.
    • Bringmann, G.1    Hinrichs, J.2    Kraus, J.3    Wuzik, A.4    Schulz, T.5
  • 22
    • 0002013886 scopus 로고
    • Band-Shape Analysis
    • Jackman, L. M., Ed.; Academic Press: New York
    • (a) Binsch, G. Band-Shape Analysis. In Dynamic Magnetic Resonance Spectroscopy; Jackman, L. M., Ed.; Academic Press: New York 1975; p 45.
    • (1975) Dynamic Magnetic Resonance Spectroscopy , pp. 45
    • Binsch, G.1
  • 24
    • 0342466788 scopus 로고    scopus 로고
    • For similar investigations on 18 and 19, see refs 7 and 15, respectively
    • For similar investigations on 18 and 19, see refs 7 and 15, respectively.
  • 31
    • 0343771960 scopus 로고    scopus 로고
    • For the preparation of the esters 6-8 see Supporting Information
    • For the preparation of the esters 6-8 see Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.