메뉴 건너뛰기




Volumn 60, Issue 20, 2004, Pages 4361-4375

Synthesis and properties of axially-chiral N-(2,6-disubstituted)phenyl triazolones

Author keywords

Atropisomers; Triazolones

Indexed keywords

ESTER DERIVATIVE; FUNGICIDE; TRIAZOLE DERIVATIVE;

EID: 1942501114     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.03.056     Document Type: Article
Times cited : (28)

References (23)
  • 1
    • 85069404656 scopus 로고    scopus 로고
    • US Patents 5,747,516, 5,977,149 and 6.022,870.
    • (a) Brown, R. J.; Sun, K. -M.; Frasier, D. A. US Patents 5, 747, 516, 5, 977, 149 and 6.022, 870.
    • Brown, R.J.1    Sun, K.-M.2    Frasier, D.A.3
  • 6
    • 0033577815 scopus 로고    scopus 로고
    • (b) Compounds inhibiting this site have been reviewed:
    • (b) Compounds inhibiting this site have been reviewed: Sauter H., Steglich W., Anke T. Angew. Chem., Int. Ed. 38:1999;1328-1349
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 1328-1349
    • Sauter, H.1    Steglich, W.2    Anke, T.3
  • 10
    • 0003942864 scopus 로고
    • For a general reference on atropic enantiomers and stereochemistry, see. New York: Wiley. pp 1142-1155
    • For a general reference on atropic enantiomers and stereochemistry, see Eliel E.E., Wilen S.H. Stereochemistry of Organic Compounds. 1994;Wiley, New York. pp 1142-1155
    • (1994) Stereochemistry of Organic Compounds
    • Eliel, E.E.1    Wilen, S.H.2
  • 13
    • 85069409093 scopus 로고    scopus 로고
    • note
    • Kinetic resolutions of the thiomethyl analogs of 1b using chiral titanium catalysts for enantioselective S-oxidation followed by methanolysis provided enantiomerically enriched 1b, but the undesired enantiomer of the thiomethyl intermediate is not readily racemized. Shapiro R. Unpublished results.
  • 14
    • 85069402597 scopus 로고    scopus 로고
    • Unpublished results.
    • Enzymatic kinetic resolutions have been successful in resolving phenol 3. Stieglitz, B.; Wu, W.; Brown, R. J. Unpublished results.
    • Stieglitz, B.1    Wu, W.2    Brown, R.J.3
  • 16
    • 85069415747 scopus 로고    scopus 로고
    • note
    • On larger scales, synthesis of 9 started with di-t-butyl cresol followed by nitration, methylation and reduction to provide the 3, 5-di-t-butyl analog of 5. Formation of the triazolone moiety according to the procedures described in Scheme 1, followed by concommitent demethylation and debutylation by treatment with excess aluminum trichloride, allowed us to obtain 9 in a more cost-effective synthesis
  • 19
    • 0003601534 scopus 로고
    • Merck and Co.: Rahway, NJ, USA, entry 6269.
    • The Merck Index, 10th ed.; Merck and Co.: Rahway, NJ, USA, 1983, entry 6269.
    • (1983) The Merck Index, 10th Ed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.