The synthesis of enantiomerically enriched 7- and 8-hydroxy-stearic acids (7- and 8-HSA) has been successfully accomplished starting from chiral nonracemic 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 nonracemic 7- and 8-HSA were obtained in about 40% total yield.
An Easy Route to Enantiomerically Enriched 7- and 8-Hydroxy-stearic Acids by Olefin-Metathesis-Based Approach / Boga, Carla; Drioli, Sara; Forzato, Cristina; Micheletti, Gabriele; Nitti, Patrizia; Prati, Fabio. - In: SYNLETT. - ISSN 0936-5214. - 27:9(2016), pp. 1354-1358.
Data di pubblicazione: | 2016 |
Titolo: | An Easy Route to Enantiomerically Enriched 7- and 8-Hydroxy-stearic Acids by Olefin-Metathesis-Based Approach |
Autore/i: | Boga, Carla; Drioli, Sara; Forzato, Cristina; Micheletti, Gabriele; Nitti, Patrizia; Prati, Fabio |
Autore/i UNIMORE: | |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1055/s-0035-1561570 |
Rivista: | |
Volume: | 27 |
Fascicolo: | 9 |
Pagina iniziale: | 1354 |
Pagina finale: | 1358 |
Codice identificativo ISI: | WOS:000376689000009 |
Codice identificativo Scopus: | 2-s2.0-84958824569 |
Citazione: | An Easy Route to Enantiomerically Enriched 7- and 8-Hydroxy-stearic Acids by Olefin-Metathesis-Based Approach / Boga, Carla; Drioli, Sara; Forzato, Cristina; Micheletti, Gabriele; Nitti, Patrizia; Prati, Fabio. - In: SYNLETT. - ISSN 0936-5214. - 27:9(2016), pp. 1354-1358. |
Tipologia | Articolo su rivista |
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