Crowley, P J and Moralee, A.C. and Percy, Jonathan and Spencer, N.S. (2000) Highly functionalised difluorinated cyclohexenols. Synlett, 2000 (12). pp. 1737-1740. ISSN 0936-5214
Full text not available in this repository. (Request a copy from the Strathclyde author)Official URL: http://dx.doi.org/10.1055/s-2000-8688
Abstract
Alkenoate 5 prepared on a multigramme scale from trifluoroethanol underwent cycloaddition with furan in good yield. Reduction of the ester group in the endo-cycloadduct 7a with DIBAl-H also resulted in decarbamoylation to reveal a diol which was protected as an acetonide 10. Various methods for nucleophilic ring opening were explored releasing highly functionalised difluorinated cyclohexenols, and suggesting a novel route to difluorinated analogues of cyclitols and monosaccharides.
| Item type: | Article |
|---|---|
| ID code: | 38927 |
| Keywords: | difluoroalkenoate, fluorinated dienophile, Stille, Diels-Alder , ring opening, Chemistry |
| Subjects: | Science > Chemistry |
| Department: | Faculty of Science > Pure and Applied Chemistry |
| Related URLs: | |
| Depositing user: | Pure Administrator |
| Date Deposited: | 04 Apr 2012 09:25 |
| Last modified: | 04 Apr 2012 09:25 |
| URI: | http://strathprints.strath.ac.uk/id/eprint/38927 |
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