Abstract
The lipase-catalyzed kinetic resolution of (±)-2-acyloxy-2- (pentafluorophenyl)acetonitrile (±)-1 gave optically active cyanohydrin (S)- 2 and its antipodal ester (R)-1 (E = 211), the former of which was transformed (TBSOTf, DMAP) into its TBS-ether (S)-3, a new fluorinated chiral building block, and into naproxen ester 4 for X-ray analysis to determine the absolute configuration.
| Original language | English |
|---|---|
| Pages (from-to) | 5233-5236 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 39 |
| Issue number | 29 |
| DOIs | |
| Publication status | Published - Jul 16 1998 |
Keywords
- Cyanohydrins
- Enzymes and enzyme reactions
- Resolution
- X-ray crystal structures
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Sakai, T., Miki, Y., Nakatani, M., Ema, T., Uneyama, K., & Utaka, M. (1998). Lipase-catalyzed kinetic resolution of 2-acyloxy-2- (pentafluorophenyl)acetonitrile. Tetrahedron Letters, 39(29), 5233-5236. https://doi.org/10.1016/S0040-4039(98)01029-6