Malkov, A. V., Gordon, M. R., Stoncius, S., Hussain, J. and Kocovsky, P. (2009) Desymmetrization of Cyclic meso-Epoxides with Silicon Tetrachloride Catalyzed by PINDOX, a Chiral Bipyridine Mono-N-oxide. Organic Letters, 11(23), pp. 5390-5393. (doi: 10.1021/ol902148s)
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Abstract
PINDOX 8 has been identified as a chiral organocatalyst for the enantioselective ring-opening of cyclic meso-epoxides with SiCl4 to produce chlorohydrins in up to 90% ee. The catalyst is most effective with saturated cyclic substrates containing more than seven carbon units.
| Item Type: | Articles |
|---|---|
| Keywords: | ALDEHYDES ALLYLTRICHLOROSILANE ASYMMETRIC ALLYLATION CARBON Chiral FAMILY LEWIS-BASE ORGANOCATALYSTS UNIT UNITS |
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Malkov, Dr Andrei and Hussain, Dr Javid and Stoncius, Mr Sigitas and Kocovsky, Professor Pavel |
| Authors: | Malkov, A. V., Gordon, M. R., Stoncius, S., Hussain, J., and Kocovsky, P. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Organic Letters |
| ISSN: | 1523-7060 |
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