A fully enantioselective, catalytic synthesis of the algal morphogen (−)‐thallusin using polyene cyclization chemistry is reported. The synthesis features dedicated precursor design, introduction of a TMS‐substituted arene as a regioselective terminator, very high enantiomer excess ( ee ) on gram scale,…
Thallusin, a highly biologically active, phytohormone-like and bacterial compound-inducing morphogenesis of the green tide-forming macroalga Ulva (Chlorophyta), was determined in bacteria and algae cultures. A sensitive and selective method was developed for quantification based on ultra-high-performance…
Chemical mediators are key compounds for controlling symbiotic interactions in the environment. Here, we disclose a fully stereoselective total synthesis of the algae differentiation factor (−)‐thallusin that utilizes sophisticated 6‐ endo ‐cyclization chemistry and effective late‐stage sp 2 –sp 2 ‐couplings…
Chemische Mediatoren sind Schlüsselverbindungen zur Kontrolle von Symbiosen in unserer Umwelt. Hier berichten wir über eine völlig stereoselektive Totalsynthese des Algendifferenzierungsfaktors (−)‐Thallusin, die sich durchdachter 6‐ endo ‐Zyklisierungschemie und effektiver sp 2 –sp 2 ‐Kupplungen mittels…