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Volumn 10, Issue 7, 1999, Pages 1223-1242

Chemoenzymatic synthesis of 2-substituted 2-fluoro-1,3-dioxygenated chiral building blocks

Author keywords

[No Author keywords available]

Indexed keywords

2 FLUORO 1,3 DIOXYGENATED DERIVATIVE; FLUORINE DERIVATIVE; PROPANEDIOL DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

EID: 0033538124     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00088-9     Document Type: Article
Times cited : (20)

References (47)
  • 13
    • 0027432004 scopus 로고
    • and references therein
    • (b) Resnati, G. Tetrahedron 1993, 49, 9385-9445 and references therein.
    • (1993) Tetrahedron , vol.49 , pp. 9385-9445
    • Resnati, G.1
  • 23
  • 26
    • 0011507810 scopus 로고
    • Diisobutylaluminum hydride
    • Paquette, L. A., ed. John Wiley
    • Galatsis, P. In EROS; Paquette, L. A., ed. Diisobutylaluminum hydride. John Wiley, 1995; Vol. 3, pp. 1908-1912.
    • (1995) EROS , vol.3 , pp. 1908-1912
    • Galatsis, P.1
  • 27
    • 0344567037 scopus 로고
    • Sodium bis(2-methoxyethoxy)aluminum hydride
    • Paquette, L. A., ed. John Wiley
    • Gugelchuck, M. In EROS; Paquette, L. A., ed. Sodium bis(2-methoxyethoxy)aluminum hydride. John Wiley, 1995; Vol. 7, pp. 4518-4521.
    • (1995) EROS , vol.7 , pp. 4518-4521
    • Gugelchuck, M.1
  • 28
    • 0000125118 scopus 로고
    • Sodium borohydride
    • Paquette, L. A., ed. John Wiley
    • Banfi, L.; Narisano, E.; Riva, R. In EROS; Paquette, L. A., ed. Sodium borohydride. John Wiley, 1995; Vol. 7, pp. 4522-4528.
    • (1995) EROS , vol.7 , pp. 4522-4528
    • Banfi, L.1    Narisano, E.2    Riva, R.3
  • 29
    • 0344997976 scopus 로고    scopus 로고
    • note
    • 4 in DMSO, the only observed product was 2-fluoro-2-phenyl-1-ethanol, probably via reduction of a single ester moiety, followed by retro-aldol condensation, favored by the presence of the electronegative fluorine atom, and final reduction of the second ester moiety; retro-aldol reaction of a hydroxy ester under basic reductive conditions has been already observed (see Ref. 19g).
  • 30
    • 0345429076 scopus 로고    scopus 로고
    • note
    • As a matter of fact, fluorinated diols showed a noticeable instability, both in acidic and (especially) basic conditions.
  • 43
    • 0344567027 scopus 로고    scopus 로고
    • note
    • Other chiral amines, like 1-naphthylethylamine (see Ref. 19c) were not assayed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.