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Volumn 11, Issue 9, 2000, Pages 1849-1858

Synthesis of (R)- and (S)-4-hydroxyisophorone by ruthenium-catalyzed asymmetric transfer hydrogenation of ketoisophorone

Author keywords

[No Author keywords available]

Indexed keywords

4 HYDROXYISOPHORONE; FLAVORING AGENT; KETOISOPHORONE; PIGMENT; RUTHENIUM; UNCLASSIFIED DRUG;

EID: 0343619436     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(00)00141-5     Document Type: Article
Times cited : (73)

References (42)
  • 3
    • 0342651094 scopus 로고    scopus 로고
    • CH 549961 19740614 to Firmenich, S. A. CAN 83:5383
    • Demole, E. P. CH 549961 19740614 to Firmenich, S. A. CAN 83:5383.
    • Demole, E.P.1
  • 4
    • 0343957174 scopus 로고    scopus 로고
    • EP 728742 A2 19960828 to F. Hoffmann-La Roche Ltd CAN 125:222217
    • Klaus, M.; Lovey, A. J.; Mohr, P.; Rosenberger, M. EP 728742 A2 19960828 to F. Hoffmann-La Roche Ltd CAN 125:222217.
    • Klaus, M.1    Lovey, A.J.2    Mohr, P.3    Rosenberger, M.4
  • 7
    • 0343521294 scopus 로고    scopus 로고
    • (b) EP 330745 A2 19890906 to Hüls AG, CAN 112:118319
    • (b) Bellut, H. EP 330745 A2 19890906 to Hüls AG, CAN 112:118319.
    • Bellut, H.1
  • 21
    • 0342651089 scopus 로고    scopus 로고
    • Note
    • - moved preferentially towards the C(4)-keto group and one B-H bond aligned itself with the C=O bond. This hydride and the C(4)-keto group formed an angle of 110°, which is in good agreement with the 120° angle predicted by Bürgi and Dunitz for the attack of metal hydrides to carbonyl groups (personal communication of D. Bur, Chemical Technologies-Molecular Structure Research).
  • 36
    • 0343085278 scopus 로고    scopus 로고
    • Transfer hydrogenation conditions: 1 mol% 9, 5 mol% NaOH, [acetophenone]=0.1 M in iPrOH, 28°C
    • Transfer hydrogenation conditions: 1 mol% 9, 5 mol% NaOH, [acetophenone]=0.1 M in iPrOH, 28°C.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.