80703-53-3Relevant academic research and scientific papers
Concise Syntheses of 3-Methylenetetrahydrofuran-2-one Derivatives and Related Systems
Adlington, Robert M.,Barrett, Anthony G. M.
, p. 2848 - 2863 (2007/10/02)
Using the Shapiro reaction, the title compounds were prepared in 'one pot' from the consideration of two ketones, or an aldehyde and a ketone, with carbon dioxide.For example, acetone 2,4,6-tri-isopropylbenzenesulphonylhydrazone was treated in sequence with n-butyl-lithium (-50 deg C), acetone (-50 deg C), n-butyl-lithium (-78 to 0 to -78 deg C), carbon dioxide (-78 deg C), and trifluoroacetic acid (25 deg C) to give 5,5-dimethyl-3-methylenetetrahydrofuran-2-one.The reaction was extended to prepare derivatives of 3-methylenetetrahydropyran-2-one and 3,5-dimethylenetetrahydrofuran-2-one.
