119908-13-3Relevant academic research and scientific papers
Rearrangements of cyclobutenones. Synthesis of benzoquinones from 4-alkenyl-4-hydroxycyclobutenones
Perri, Steven T.,Moore, Harold W.
, p. 1897 - 1905 (2007/10/02)
The rearrangement of 4-alkenyl-4-hydroxycyclobutenones to quinones and related aromatic compounds is described. This rearrangement is complimentary to the previously reported ring expansions of 4-aryl- and 4-alkynyl-4-hydroxycyclobutenones. The synthetic scope and utility of the reaction are discussed. It is employed as a key step in the synthesis of a number of benzoquinones as well as in the total synthesis of the natural product, (±)-O-methylperezone and its regioisomer, (±)-O-methylisoperezone as well as coenzyme Q0 and aurantiogliocladin.
Rearrangement of Cyclobutenones to 2,5- and 2,6-Dialkylated 1,4-Benzoquinones. Synthesis of O-Methylperezone and O-Methylisoperezone
Perri, Steven T.,Dyke, Hazel J.,Moore, Harold, W.
, p. 2032 - 2034 (2007/10/02)
2,5-Dialkylated benzoquinones have been prepared from 4-alkenyl-4-hydroxycyclobutenones by thermolysis followed by oxidation, while 2,6-dialkylated benzoquinones are available by thermolysis of 4-alkynyl-4-hydroxycyclobutenones.The complementarity of thes
