70079-77-5Relevant academic research and scientific papers
Carbocyclic ring expansion reactions via free radical pathways - Part III
Baldwin, Jack E.,Adlington, Robert M.,Singh, Rajinder
, p. 3385 - 3412 (2007/10/02)
The free radical ring expansion methodology recently described1, leading to the formation of medium sized ring ketones from cyclohexanone precursors has been applied to different side chains and ring sizes. In addition precursors based on lactone rings have been prepared and subjected to radical forming reaction conditions.
Regiochemistry and Stereochemistry of Intramolecular Photocycloaddition of Carbon-Carbon Double Bonds to Cyclohexenones
Becker, D.,Nagler, M.,Sahali, Y.,Haddad, N.
, p. 4537 - 4543 (2007/10/02)
The intramolecular photocycloaddition mechanism of alkenes tethered by a three-methylene chain to cyclohexenones has been studied.It was found that the reversion from a 1,4-diradical intermediate to starting material is slow relative to the rate of photoadduct formation.Only "straight" closure was observed in the systems studied.For compounds 1-3 and 5, the assumption that the first bond is formed between the β-carbon of the enone and C-4' leading to a 1,4-diradical is supported.For the formation of compounds 6-11, possible mechanisms are discussed.
A HIGHLY EFFICIENT SYNTHESIS OF γ- AND δ-LACTONES BY OXIDATIVE CYCLIZATION
Chakraborty, T. K.,Chandrasekaran, S.
, p. 551 - 554 (2007/10/02)
Treatment of tertiary γ- and δ-hydroxyolefins with pentavalent chromium reagent, (BipyH2)CrOCl5, give good yields of γ- and δ-lactones by oxidative cyclization, with loss of one carbon.Pyridinium chlorochromate (PCC) also effect this transformation to γ-lactones in reasonable yields.
