Ultrasound-promoted formation of isopentenyl alcohol dianion: straightforward synthesis of perhydrofuro (2,3-b)furans
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| Title: | Ultrasound-promoted formation of isopentenyl alcohol dianion: straightforward synthesis of perhydrofuro (2,3-b)furans |
|---|---|
| Authors: | Alonso, Francisco | Rodríguez Fernández, María del Carmen | Sánchez Terrés, Daniel | Yus, Miguel |
| Research Group/s: | Nuevas Metodologías en Síntesis Orgánica |
| Center, Department or Service: | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica | Universidad de Alicante. Departamento de Química Orgánica |
| Keywords: | Metalation | Ultrasound | Polyanions | Wacker-type reaction | Cyclization | Perhydrofuro[2,3-b]furans |
| Knowledge Area: | Química Orgánica |
| Date Created: | 2010 |
| Issue Date: | 12-Jul-2010 |
| Publisher: | Georg Thieme Verlag |
| Citation: | ALONSO VALDÉS, Francisco, et al. "Ultrasound-promoted formation of isopentenyl alcohol dianion: straightforward synthesis of perhydrofuro (2,3-b)furans". Synthesis. No. 17 (2010). ISSN 0256-7245, pp. 3013-3020 |
| Abstract: | Ultrasound has been found to accelerate the formation of isopentenyl alcohol dianion by metalation with butyllithium in diethyl ether-tetrahydrofuran. The reaction of this dianion with carbonyl compounds followed by intramolecular acetalization under Wacker-type conditions provides a direct route for the synthesis of 2-substituted perhydrofuro[2,3-b]furans. |
| Sponsor: | Spanish Ministerio de Educación y Ciencia (MEC; grant no. CTQ2007-65218 and Consolider Ingenio 2010-CSD2007-00006) and the Generalitat Valenciana (grant no. PROMETEO/2009/039). |
| URI: | http://hdl.handle.net/10045/14660 |
| ISSN: | 0256-7245 |
| DOI: | 10.1055/s-0030-1258168 |
| Language: | eng |
| Type: | info:eu-repo/semantics/article |
| Peer Review: | si |
| Publisher version: | http://dx.doi.org/10.1055/s-0030-1258168 |
| Appears in Collections: | INV - MESO - Artículos de Revistas INV - SINTAS - Artículos de Revistas INV - MATCAT - Artículos de Revistas |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
 RUA-1.pdf | Versión revisada (acceso libre) | 220,48 kB | Adobe PDF | Open Preview |
 Synthesis_2010_17_final.pdf | Versión final (acceso restringido) | 206,76 kB | Adobe PDF | Open Request a copy |
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