192935-77-6Relevant academic research and scientific papers
A surprising switch from the Myers-Saito cyclization to a novel biradical cyclization in enyne-allenes: Formal diels-alder and ene reactions with high synthetic potential
Schmittel, Michael,Keller, Manfred,Kiau, Susanne,Strittmatter, Marc
, p. 807 - 816 (2007/10/03)
If there is an aryl substituent on the acetylene terminus of enyne allenes, then its reaction mode may be changed from the Myers-Saito cyclization to a novel C2-C6 cyclization resulting in a net intramolecular Diels-Alder or ene reaction. As a consequence, the thermal cyclization of readily accessible acyclic enyne allenes can be utilized for the synthesis of complex benzofulvene and benzofluorene derivatives. Kinetic results of the C2-C6 cyclization reaction indicate a two-step reaction pathway with a benzofulvene biradical intermediate.
