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Volumn 16, Issue 13, 2010, Pages 4031-4036

Asymmetrie synthesis of bicyclic diol derivatives through metal and enzyme catalysis: Application to the formal synthesis of sertraline

Author keywords

Alcohols; Asymmetric catalysis; Dynamic resolution; Enzyme catalysis; Metal catalysis

Indexed keywords

ENANTIOSELECTIVITY; ENZYMES; ESTERS; RUTHENIUM; SYNTHESIS (CHEMICAL);

EID: 77950279207     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200903114     Document Type: Article
Times cited : (49)

References (47)
  • 19
    • 53849089968 scopus 로고    scopus 로고
    • The concept of DYKAT was recently reviewed; see
    • The concept of DYKAT was recently reviewed; see: J. Steinreiber, K. Faber, H. Griengl, Chem. Eur. J. 2008, 14, 8060-8072.
    • (2008) Chem. Eur. J. , vol.14 , pp. 8060-8072
    • Steinreiber, J.1    Faber, K.2    Griengl, H.3
  • 28
    • 84958707845 scopus 로고    scopus 로고
    • 4 in MeOH relative to 93% yield by using the Ru 3-catalyzed method.
    • 4 in MeOH relative to 93% yield by using the Ru 3-catalyzed method.
  • 33
    • 84918324877 scopus 로고
    • A modified procedure was used from
    • A modified procedure was used from W. E. Hahn, B. Kryczka, Pol. J. Chem. 1979, 53, 1751-1764.
    • (1979) Pol. J. Chem. , vol.53 , pp. 1751-1764
    • Hahn, W.E.1    Kryczka, B.2
  • 40
    • 84958707847 scopus 로고    scopus 로고
    • A sample was purified by column chromatography to give enantioand diastereornically pure (R)-1a.
    • A sample was purified by column chromatography to give enantioand diastereornically pure (R)-1a.
  • 44
    • 0021750251 scopus 로고
    • Sertralin is a serotonin-uptake inhibitor used for the treatment of depression; see
    • Sertralin is a serotonin-uptake inhibitor used for the treatment of depression; see: W. M. Welch, A. R. Kraska, R. Sarges, K. B. Coe, J. Med. Chem. 1984, 27, 1508-1515.
    • (1984) J. Med. Chem. , vol.27 , pp. 1508-1515
    • Welch, W.M.1    Kraska, A.R.2    Sarges, R.3    Coe, K.B.4
  • 45
    • 84958707848 scopus 로고    scopus 로고
    • Catalytic paro-toluenesulfonic acid (PTSA) in toluene at 100°C and ambient temperature gave the aromatized product; no reaction at all was seen on changing to acetic acid at ambient temperature, whereas the only product that could be observed at 50°C was the aromatized elimination product.
    • Catalytic paro-toluenesulfonic acid (PTSA) in toluene at 100°C and ambient temperature gave the aromatized product; no reaction at all was seen on changing to acetic acid at ambient temperature, whereas the only product that could be observed at 50°C was the aromatized elimination product.
  • 47
    • 84958707849 scopus 로고    scopus 로고
    • 6 is in agreement with that spectrum.
    • 6 is in agreement with that spectrum.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.