124603-16-3Relevant 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.
