Bhuniya, Debnath ; DattaGupta, Arpita ; Singh, Vinod K. (1996) Design, synthesis, and application of chiral nonracemic lithium amide bases in enantioselective deprotonation of epoxides The Journal of Organic Chemistry, 61 (18). pp. 6108-6113. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo960244v
Related URL: http://dx.doi.org/10.1021/jo960244v
Abstract
The reaction of epoxides with chiral nonracemic lithium amide bases, designed and prepared from (R)-phenylglycine, has been studied in detail. A maximum of 80% ee was obtained for conversion of cyclohexene oxide to (S)-2-cyclohexen-1-ol. Enantioselective deprotonation of a variety of other epoxides was studied. A cyclopentanoid core unit for prostaglandin synthesis was synthesized in 97% ee.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 55261 |
| Deposited On: | 18 Aug 2011 08:30 |
| Last Modified: | 18 Aug 2011 08:30 |
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