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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
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:
It is part of: Molecules, 2019, vol. 24, num. 6, p. 1069-1077
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ISSN: 1420-3049
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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