Total synthesis of (+)-grandifloracin by iron complexation of a microbial arene oxidation product
Reference:
Palframan, M. J., Kociok-Kohn, G. and Lewis, S. E., 2011. Total synthesis of (+)-grandifloracin by iron complexation of a microbial arene oxidation product. Organic Letters, 13 (12), pp. 3150-3153.
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Official URL:
http://dx.doi.org/10.1021/ol201057r
Abstract
(+)-Grandifloracin was synthesized from sodium benzoate by means of a dearomatizing dihydroxylation that proceeds with unusual regloselectivity. Iron diene complexes formed from the arene oxidation product permit the use of otherwise Inaccessible transformations. The synthetic material was shown to be antipodal to the natural product, thus determining the absolute configuration of grandifloracin for the first time.
Details
| Item Type | Articles |
| Creators | Palframan, M. J., Kociok-Kohn, G. and Lewis, S. E. |
| DOI | 10.1021/ol201057r |
| Departments | Faculty of Science > Chemistry |
| Publisher Statement | Lewis_OrganicLetters_2011_13_12_3150.pdf: This is a copy of a Published Work that appeared in final form in Organics Letters, copyright © American Chemical Society. Reproduced here by kind permission of the ACS. |
| Refereed | Yes |
| Status | Published |
| ID Code | 24627 |
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