Efficient ruthenium-catalyzed synthesis of [3]dendralenes from 1,3-dienic allylic carbonates

摘要

Selective elimination from 1,3-dienic allylic carbonates occurs in the presence of a catalytic amount of [Ru(C_5Me_5)(4,4'-di-Bu'-2,2'-bipyridine)(CH_3CN)]PF_6 and provides efficient access to a variety of [3]dendralenes. Acyclic cross-conjugated polyolefins, known as [n]dendralenes, have received new interest due to their applications in domino [4 + 2] cycloadditions where they act as multidienes to synthesize polycyclic frameworks. Metal-catalyzed coupling reactions, pyrolysis, thermolytic cracking of vinyl sulfolene, siloxane elimination, Mitsunobu dehydration and Hofmann elimination have provided specific access to distinct [n]dendralenes.