158622-01-6Relevant academic research and scientific papers
Radical-mediated ring enlargement of cyclobutenones: New synthetic potential of squaric acid
Yamamoto, Yoshihiko,Ohno, Masatomi,Eguchi, Shoji
, p. 9653 - 9661 (2007/10/02)
4-Hydroxy-2-cyclobutenones, which are readily obtainable from diethyl squarate, reacted with lead tetraacetate to give 5-acetoxy-2(5H)-furanones and 5-alkylidene-2(5H)-furanones via oxy-radical-triggered ring opening (β-scission) and subsequent 5-endo rec
Oxidative Rearrangement of 4-Hydroxy-2-cyclobutenone. A New Route to Highly Substituted Furanones from Squaric Acid
Yamamoto, Yoshihiko,Ohno, Masatomi,Eguchi, Shoji
, p. 4707 - 4709 (2007/10/02)
4-Hydroxy-2-cyclobutenones, which were obtained by the reaction of diethyl squarate with an organolithium, reacted with lead tetraacetate (to generate an oxy radical) affording 5-acetoxy-2(5H)-furanones and 5-alkylidene-2(5H)-furanones.This type of rearrangement was realized in a simple four-membered cyclic α-ketol but not in the corresponding five-membered ring.
