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Volumn 45, Issue 40, 2006, Pages 6751-6755

Remarkably low catalyst loading in brønsted acid catalyzed transfer hydrogenations: Enantioselective reduction of benzoxazines, benzothiazines, and benzoxazinones

Author keywords

Binol phosphate; Br nsted acids; Enantioselective hydrogenation; Hantzsch dihydropyridine; Ion pair catalysis

Indexed keywords

AROMATIC COMPOUNDS; CATALYSIS; CATALYST SELECTIVITY; HYDROGENATION; NITROGEN COMPOUNDS;

EID: 33750148995     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200601832     Document Type: Article
Times cited : (284)

References (70)
  • 1
    • 0001552544 scopus 로고    scopus 로고
    • For reviews
    • For reviews: a) R. Noyori, Angew. Chem. 2002, 114, 2108;
    • (2002) Angew. Chem. , vol.114 , pp. 2108
    • Noyori, R.1
  • 10
    • 2542496469 scopus 로고    scopus 로고
    • recent examples of highly enantioselective metal-catalyzed hydrogenations of imines: h) R. Kadyrov, T. H. Riermeier, Angew. Chem. 2003, 115, 5630;
    • (2003) Angew. Chem. , vol.115 , pp. 5630
    • Kadyrov, R.1    Riermeier, T.H.2
  • 20
    • 0001631513 scopus 로고    scopus 로고
    • Metal-catalyzed reductions of benzoxazines: a) R. Noyori, Acta Chem. Scand. 1996, 50, 380;
    • (1996) Acta Chem. Scand. , vol.50 , pp. 380
    • Noyori, R.1
  • 23
    • 29144521717 scopus 로고    scopus 로고
    • For a review on reductions of heteroaromatic compounds: a) F. Glorius, Org. Biomol. Chem. 2005, 3, 4171;
    • (2005) Org. Biomol. Chem. , vol.3 , pp. 4171
    • Glorius, F.1
  • 31
    • 0003853085 scopus 로고
    • (Eds.: K. Krohn, H. A. Kirst, H. Maag), VCH, Weinheim
    • c) Antibiotics and Antiviral Compounds (Eds.: K. Krohn, H. A. Kirst, H. Maag), VCH, Weinheim, 1993;
    • (1993) Antibiotics and Antiviral Compounds
  • 32
    • 0004255158 scopus 로고    scopus 로고
    • (Eds.: A. Kleemann, J. Engel, B. Kutscher, D. Reichert), Thieme, Stuttgart, New York
    • d) Pharmaceutical Substances, 4th ed. (Eds.: A. Kleemann, J. Engel, B. Kutscher, D. Reichert), Thieme, Stuttgart, New York, 2001;
    • (2001) Pharmaceutical Substances, 4th Ed.
  • 37
    • 33746182597 scopus 로고    scopus 로고
    • see
    • For a subsequent optimization of the hydrogenation procedure, see: a) S. Hofmann, A. M. Seayad, B. List, Angew. Chem. 2005, 117, 7590;
    • (2005) Angew. Chem. , vol.117 , pp. 7590
    • Hofmann, S.1    Seayad, A.M.2    List, B.3
  • 62
    • 0037189898 scopus 로고    scopus 로고
    • see
    • For organocatalytic transformations with catalyst loadings of less than 0.5 mol %, see: a) P. Vachal, E. N. Jacobsen, J. Am. Chem. Soc. 2002, 124, 10 012;
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 10012
    • Vachal, P.1    Jacobsen, E.N.2
  • 67
    • 16244410177 scopus 로고    scopus 로고
    • and reference [9j], which appeared during the preparation of this manuscript.
    • Angew. Chem. Int. Ed. 2005, 44, 1549, and reference [9j], which appeared during the preparation of this manuscript.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 1549
  • 68
    • 33750185289 scopus 로고    scopus 로고
    • note
    • [2,3]
  • 69
    • 33750181194 scopus 로고    scopus 로고
    • note
    • [6b]
  • 70
    • 33750194944 scopus 로고    scopus 로고
    • note
    • The observed absolute configuration of the products was assigned by comparison of optical rotation and an X-ray crystal structure of compound 8g.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.