| Full text | |
| Author(s): |
Vieira, Adriano S.
[1]
;
Cunha, Rodrigo L. O. R.
[2]
;
Klitzke, Clecio F.
[3]
;
Zukerman-Schpector, Julio
[4]
;
Stefani, Helio A.
[1]
Total Authors: 5
|
| Affiliation: | [1] Univ Sao Paulo, Fac Ciencias Farmaceut, BR-05508900 Sao Paulo - Brazil
[2] Univ Fed ABC, Ctr Ciencias Nat & Humanas, BR-5001 Santo Andre, SP - Brazil
[3] Inst Butantan, Ctr Toxinol Aplicada CAT CEPID, Lab Espectrometria Massas, Sao Paulo - Brazil
[4] Univ Fed Sao Paulo, Dept Quim, Sao Carlos, SP - Brazil
Total Affiliations: 4
|
| Document type: | Journal article |
| Source: | Tetrahedron; v. 66, n. 3, p. 773-779, 2010. |
| Web of Science Citations: | 8 |
| Abstract | |
The high efficient palladium-catalyzed Suzuki-Miyaura reactions of potassium aryltrifluoroborates 3 with 5-iodo-1,3-dioxin-4-ones 2a-b in water as only solvent in the presence of n-Bu4NOH as base is reported. The respective 5-aryl-1,3-dioxin-4-ones 4a-n were obtained in good to excellent yields. The catalyst system provides high efficiency at low load using electronically diverse coupling partners. The obtained 2,2,6-trimethyl-5-aryl-1,3-dioxin-4-ones were transformed into corresponding alpha-aryl-beta-ketoesters 6 by reaction with an alcohol in the absence of solvent. (C) 2009 Elsevier Ltd. All rights reserved. (AU) | |
| FAPESP's process: | 07/02382-7 - Carbohydrates as a chiral pool in organic synthesis: applications in asymmetric catalysis and synthesis of glycopeptides with potential biological activity |
| Grantee: | Diogo Seibert Lüdtke |
| Support Opportunities: | Regular Research Grants |