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- Title
Regio- and enantio-selective acetylation of 3,3,3-trifluoro-2-arylpropane-1,2-diols using Candida antarctica lipase.
- Authors
Kato, Katsuya; Gong, Yuefa; Saito, Takao; Yokogawa, Yoshiyuki
- Abstract
Of nine commercially available lipases, lipase SP 435 from Candida antarctica, showed moderate enantioselectivity (E=17) for acetylation of racemic 3,3,3-trifluoro-2-phenylpropane-1,2-diol, 2, with vinyl acetate in diisopropyl ether (S selectivity). The other eight had low selectivities, with E values below 10. The selectivity and reactivity of SP 435 for 2 was markedly improved in dichloroethane (E=41). Moreover, SP 435 had moderate to high selectivity for the related compounds 3,3,3-trifluoro-2-(1-naphthyl)-propane-1,2-diol, 4, (E=20), 3,3,3-trifluoro-2-(indol-3-yl)propane-1,2-diol, 6, (E=80), and 3,3,3-trifluoro-2-(pyrrol-2-yl)-propane-1,2-diol, 8, (E=17).
- Subjects
STEREOCHEMISTRY; CANDIDA; LIPASES; ACETYLATION; ETHYLENE dichloride; ISOMERISM
- Publication
Biotechnology Letters, 2001, Vol 23, Issue 21, p1729
- ISSN
0141-5492
- Publication type
Article
- DOI
10.1023/A:1012441531411