608534-72-1Relevant academic research and scientific papers
Intramolecular Diels-Alder reaction leading to tricyclic derivatives as intermediates of natural products synthesis
Shiina, Junichi,Nishiyama, Shigeru
, p. 6039 - 6044 (2003)
Tricyclic compounds 4a and 4b possessing a bicyclo[4.3.0] moiety, were successfully synthesized by using the intramolecular Diels-Alder reaction. The siloxy- rather than acyloxy-substituents increased the ratio of the endo-cylcoadducts 10 and 12. The oxygen substitution of 9 influenced conformation of the transition state, which was stereochemically restricted by the butenolide moiety. In addition, 9b carrying a hydroxyl group also produced 10b in a similar ratio to 9a. Compound 11 was the only exo-adduct produced in all of the entries.
