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EnglishThe synthesis of enantiomerically enriched 7- and 8-hydroxystearic acids (7- and 8-HSA) has been successfully accomplished starting from chiral non racemic 1-pentadecen-4-ol and 1-tetradecen-4-ol respectively. Their Yamaguchi’s esterification with 4-pentenoic and 5-hexenoic acids respectively afforded the suitable dienic esters which were submitted to ring closing metathesis reaction. After hydrogenation and basic hydrolysis of the complex reaction mixture, chiral non racemic 7- and 8-HSA were obtained in about 40% total yield.
| Titolo: | An Easy Route to Enantiomerically Enriched 7- and 8-Hydroxystearic Acids by Olefin Metathesis - Based Approach |
| Autori: | |
| Data di pubblicazione: | 2016 |
| Rivista: | |
| Abstract: | The synthesis of enantiomerically enriched 7- and 8-hydroxystearic acids (7- and 8-HSA) has been successfully accomplished starting from chiral non racemic 1-pentadecen-4-ol and 1-tetradecen-4-ol respectively. Their Yamaguchi’s esterification with 4-pentenoic and 5-hexenoic acids respectively afforded the suitable dienic esters which were submitted to ring closing metathesis reaction. After hydrogenation and basic hydrolysis of the complex reaction mixture, chiral non racemic 7- and 8-HSA were obtained in about 40% total yield. |
| Handle: | http://hdl.handle.net/11368/2877783 |
| Digital Object Identifier (DOI): | http://dx.doi.org/10.1055/s-0035-1561570 |
| URL: | https://www.thieme-connect.de/DOI/DOI?10.1055/s-0035-1561570 |
| Appare nelle tipologie: | 1.1 Articolo in Rivista |
File in questo prodotto:
| File | Descrizione | Tipologia | Licenza | |
|---|---|---|---|---|
| Synlett2016.pdf | testo | Documento in Versione Editoriale | Digital Rights Management non definito | Administrator Richiedi una copia |
| sup_st-2015-b0766-l_10-1055_s-0035-1561570.pdf | Supporting information | Altro materiale allegato | Digital Rights Management non definito | Open Access Visualizza/Apri |
| SYNLETT revised_manuscript II.pdf | Bozza finale post-referaggio (post-print) | Digital Rights Management non definito | Open Access Visualizza/Apri |
Utilizza questo identificativo per citare o creare un link a questo documento:
http://hdl.handle.net/11368/2877783
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