107391-83-3Relevant academic research and scientific papers
Spirodienones. Part 6. Spiro-γ-lactones from 1-Benzyltetrahydro-1-naphthoic Acids and a 1-Benzyltetrahydroisoquinoline-1-carboxylic Acid
Coutts, Ian G. C.,Hadfield, John A.,Huddleston, Patrick R.
, p. 2472 - 2500 (2007/10/02)
The synthetic potential of spiro-γ-lactones derived from 1-benzyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acids is discussed.Previous oxidation studies have suggested that, for lactone formation, these acids should have no oxygen substituents at the 6 or 7 position of the isoquinoline, but such compounds have rarely been described.A series of 1-benzyl-1,2,3,4-tetrahydronaphthalene-1-carboxylic acids were prepared as model compounds, and were oxidised in good yield by chemical or electrochemical methods to spiro-γ-lactones.Routes to corresponding tetrahydroisoquinoline-1-carboxylic acids, unsubstituted on the isoquinoline benzene ring, were developed.In general, oxidation of these acids did not give lactones, but bromination of one phenolic acid did yield a dibromo spiro-γ-lactone.
