Bond fixation in annulenes. 11. Synthesis and absolute configuration of the enantiomeric 1,3-di-tert-butylcyclooctatetraenes. Quantitative kinetic assessment of the effect of non vicinal tert-butyl groups on [8]annulene ring inversion and bond shifting ba

Article abstract of DOI:10.1021/ja00399a021

On treatment with cyclobutadiene, 3,5-di-tert-butyl-o-benzoquinone was transformed into a Diels-Alder adduct (10), photolysis of which at ice-bath temperatures afforded 2,4-di-tert-butylbicyclo[4.2.0]octatriene (12). During warming to room temperature, th