| Full text | |
| Author(s): |
Amarante‚ G.W.
;
Rezende‚ P.
;
Cavallaro‚ M.
;
Coelho‚ F.
Total Authors: 4
|
| Document type: | Journal article |
| Source: | Tetrahedron Letters; v. 49, n. 23, p. 3744-3748, 2008. |
| Abstract | |
In this Letter, we describe an easy and straightforward strategy for the preparation of acyloins (alpha-hydroxyketones) from Morita-Baylis-Hillman adducts.. based on a Curtius rearrangement. Different acyloins were obtained with good overall yield (>40% for three steps). To exemplify the synthetic usefulness of this strategy, total synthesis of (+/-)-bupropion, a dopamine, and nor-epinefrine reuptake inhibitor has been accomplished in eight steps with an overall yield of 25%. (C) 2008 Elsevier Ltd. All rights reserved. (AU) | |
| FAPESP's process: | 05/02373-2 - Synthesis of drugs and bioactive substances from Baylis-Hillman adducts: 1) synthesis of 4-fluoroquinolonic acid class antibiotics; 2) asymmetric synthesis of antiinflammatory DFP |
| Grantee: | Giovanni Wilson Amarante |
| Support Opportunities: | Scholarships in Brazil - Doctorate |
| FAPESP's process: | 06/06347-9 - Synthesis of Drugs and bioactive substances from Morita-Baylis-Hillman adducts |
| Grantee: | Fernando Antonio Santos Coelho |
| Support Opportunities: | Regular Research Grants |