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Title: | Enantioselective synthesis of the ethyl analog of the marine alkaloid haliclorensin C |
Author: | Guignard, Guillaume Michel Pablo Llor Brunés, Núria Pubill Sánchez, David Bosch Cartes, Joan Amat Tusón, Mercedes |
Keywords: | Alcaloides Síntesi orgànica Compostos macrocíclics Alkaloids Organic synthesis Macrocyclic compounds |
Issue Date: | 18-Mar-2019 |
Publisher: | MDPI |
Abstract: | The enantioselective synthesis (3.7% overall yield in nine steps from 2) and biological screening of the ethyl analog of the macrocyclic marine alkaloid haliclorensin C (compound 5) are reported. Amino alcohol 3, generated by a LiNH2BH3-promoted reductive ring-opening/debenzylation sequence from phenylglycinol-derived lactam 2, was used as the starting chiral linear building block. Incorporation of the undecene chain via the nosyl derivative 12, methylenation of the pentanol moiety, and a ring-closing metathesis are the key steps of the synthesis. |
Note: | Reproducció del document publicat a: https://doi.org/10.3390/molecules24061069 |
It is part of: | Molecules, 2019, vol. 24, num. 6, p. 1069-1077 |
URI: | http://hdl.handle.net/2445/162614 |
Related resource: | https://doi.org/10.3390/molecules24061069 |
ISSN: | 1420-3049 |
Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) |
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