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Volumn 61, Issue 10, 1996, Pages 3423-3427

Synthesis and lipase-catalyzed resolution of 5-(hydroxymethyl)-1,3-dioxolan-4-ones: Masked glycerol analogs as potential building blocks for pharmaceuticals

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIOXOLANE DERIVATIVE; TRIACYLGLYCEROL LIPASE;

EID: 0029938623     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo952021v     Document Type: Article
Times cited : (20)

References (28)
  • 1
    • 34250667360 scopus 로고
    • For a review of the use of 2,3-O-isopropylideneglyceraldehyde as a chiral C3-synthon in stereoselective organic synthesis see: Jurczak, J; Pikul, S.; Bauer, T. Tetrahedron 1986, 42, 447.
    • (1986) Tetrahedron , vol.42 , pp. 447
    • Jurczak, J.1    Pikul, S.2    Bauer, T.3
  • 15
    • 15844376121 scopus 로고
    • (Ciba-Geigy AG) Eur. Pat. 0 044 276 A2, 1982
    • Kunz, W. (Ciba-Geigy AG) Eur. Pat. 0 044 276 A2, 1982; Chem. Abstr. 1982, 96, p162710r.
    • (1982) Chem. Abstr. , vol.96
    • Kunz, W.1
  • 16
    • 0000387189 scopus 로고
    • Wiley: New York, Collect.
    • Organic Syntheses; Wiley: New York, 1988; Collect. Vol. VI, 101.
    • (1988) Organic Syntheses , vol.6 , pp. 101
  • 19
    • 15844388975 scopus 로고    scopus 로고
    • note
    • In fact, for such good discriminations the logarithmic formula to calculate E can give bizarre values approaching infinity. It therefore makes no sense to give E values of greater than around 100-200 as a change in determined ee or conversions of less than 0.1% have a dramatic influence on the calculated E value.
  • 20
    • 15844382154 scopus 로고    scopus 로고
    • note
    • The ee determination of 11d was difficult due to the peak shape of the second eluting minor enantiomer on HPLC. The ee was, therefore, conservatively estimated which results in an E of "only" 50.
  • 25
    • 0001292706 scopus 로고
    • Wiley: New York, Collect.
    • Organic Syntheses; Wiley: New York, 1941; Collect. Vol. I, p 336.
    • (1941) Organic Syntheses , vol.1 , pp. 336
  • 28
    • 15844364051 scopus 로고    scopus 로고
    • note
    • This experiment was performed only once to establish the absolute stereochemistry of 8a. So far, no attempts have been undertaken to improve yields or shorten reaction times.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.