Guignard, Guillaume Michel PabloLlor Brunés, NúriaPubill Sánchez, DavidBosch Cartes, JoanAmat Tusón, Mercedes2020-05-272020-05-272019-03-181420-3049https://hdl.handle.net/2445/162614The 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.9 p.application/pdfengcc-by (c) Guignard, Guillaume Michel Pablo et al., 2019http://creativecommons.org/licenses/by/3.0/esAlcaloidesSíntesi orgànicaCompostos macrocíclicsAlkaloidsOrganic synthesisMacrocyclic compoundsinfo:eu-repo/semantics/article6903282020-05-27info:eu-repo/semantics/openAccess