82026-33-3Relevant academic research and scientific papers
Efforts Toward a Synthesis of Crotogoudin and Crotobarin
Mai, Duy N.,Uchenik, Dmitriy,Vanderwal, Christopher D.
, p. 1758 - 1762 (2017)
Two synthesis designs for the diterpenoid crotogoudin are discussed, and efforts to achieve each are described. First, a Cope rearrangement/intramolecular Diels-Alder cascade reaction was investigated. Second, a bioinspired sequence of cationic bicyclization and A-ring oxidative fragmentation set-up for a lactonization induced by a phenolic oxidation, ultimately providing a tricyclic intermediate that required only installation of the bridging ring of the salient bicyclo[2.2.2]octane system. This last endeavor was fraught with difficulty, but did lead to the development of conditions for cyclization of related keto-alkenes via manganese(III)-based radical chemistry.
Intramolecular Photoaddition of Terminal Allenes to Conjugated Cyclohexenones
Becker, Dan,Harel, Zvi,Nagler, Meshulam,Gillon, Arie
, p. 3297 - 3306 (2007/10/02)
Terminal allenes linked to cyclohexenones by hydrocarbon chains were synthesized and irradiated with UV ligth.It was found that cycloaddition occurs regiospecifically in high yield.The adducts were oxidized by ozone to 1,3-diketones which underwen
