Nasipuri, Dhanonjoy ; Bhattacharya, Pranab K. (1977) Asymmetric synthesis. Part 5. Asymmetric reduction of phenyl trifluoromethyl ketone with chiral alkoxy-aluminium and -magnesium halides Journal of the Chemical Society, Perkin Transactions 1 (5). pp. 576-578. ISSN 0300-922X
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Official URL: http://www.rsc.org/publishing/journals/P1/article....
Related URL: http://dx.doi.org/10.1039/P19770000576
Abstract
Phenyl trifluoromethyl ketone has been asymmetrically reduced with a number of chiral alkoxy-aluminium and -magnesium halides derived from bornan-2-exo- and -endo-ols, p-menthan-3-ol, and 1-phenylethanol. Bornan-2-endo-yloxyaluminium dichloride and p-menthan-3-yloxyaluminium dichloride are highly stereoselective and reduce the ketone to give 2,2,2-trifluoro-1 -phenylethanol with 68 and 77% enantiomeric excess, respectively. The results are discussed in terms of appropriate transition states.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 27189 |
| Deposited On: | 10 Dec 2010 12:59 |
| Last Modified: | 04 Mar 2011 04:51 |
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