Synthese von Plagiochin A und B, zwei macrocyclische Bis(bibenzylether) aus Plagiochila acantophylla

Synthesis of Plagiochins A and B, Macrocyclic Bis(bibenzyl) Ethers from Plagiochila acantophylla Plagiochins A ( 1 ) and B ( 2 ), macrocyclic bis(bibenzyl) ethers with a 16‐membered ring, are synthesized. The key steps are the Pd(0)‐catalyzed C—C coupling of an areneboronic acid ( 18 ) with an aryl bromide with formation of a biphenyl ( 13 ), Ullmann ether synthesis of a diphenyl ether ( 23 ), Wittig reaction to connect the two components 13 and 23 , and a modified Wurtz reaction to close the ring. The latter reaction is accompanied by an unusual transformation of a C ‐benzyloxy to a C ‐benzoyl group.