%0 Journal Article %A Fairhurst, Robin A. %A Janus, Diana %A Lawrence, Annabel %D 2005 %T Synthesis of the Marine Sponge Derived β2-Adrenoceptor Agonist S1319 %U https://acs.figshare.com/articles/journal_contribution/Synthesis_of_the_Marine_Sponge_Derived_sub_2_sub_Adrenoceptor_Agonist_S1319/3263398 %R 10.1021/ol0518840.s001 %2 https://acs.figshare.com/ndownloader/files/5101117 %K adrenoceptor agonist S 1319 %K Marine Sponge Derived β 2 %K β 2 %K Adrenoceptor Agonist S 1319 %K cyclization precursor %K marine sponge %K butyl ether residue %X The marine sponge derived β2-adrenoceptor agonist S1319 has been synthesized following a six-step linear sequence. Central to the approach employed is the formation of a 7-lithiated-2,4-dialkoxybenzothiazole intermediate obtained via a directed-lithiation/benzyne-mediated cyclization reaction. The incorporation of a tert-butyl ether residue into the cyclization precursor for the pivotal ring-closing step has been shown to significantly increase the efficiency of the reaction by the suppression of a competing directed ortho-lithiation reaction. %I ACS Publications