Srikrishna, A. ; Hemamalini, P. (1990) Chiral synthons from carvone. Part 4. Radical cyclization strategies to bridged systems. Synthesis of bicyclo[3.2.1]octan-3-ones from (S)-carvone Journal of Organic Chemistry, 55 (16). pp. 4883-4887. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo00303a023
Related URL: http://dx.doi.org/10.1021/jo00303a023
Abstract
Radical cyclization of the bromo enones 2a-e, obtained by regiospecific bromoetherification reaction on the electron-rich double bond of (S)-carvone (l), furnished regio- and stereospecifically bicyclo[3.2.1]octan-3-ones 3a-e and 4a-e. Analogously, radical cyclizations of the alcohols 6 and 7 gave bicyclo[3.2.1]octan-3-ols 8 and 9,and the bromo enones lla,b gave the bridgehead-substituted bicyclo[3.2.1]octan-3-ones 12a,b and 13a,b.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 48722 |
| Deposited On: | 15 Jul 2011 11:27 |
| Last Modified: | 15 Jul 2011 11:27 |
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