Photooxidation of dispiro[2.0.2.4]deca-7,9-diene and its analogues: synthesis and properties of new nonenolizable cyclohex-2-ene-1,4-diones
作者:Armin De Meijere、Dieter Kaufmann、Ihsan Erden
DOI:10.1016/s0040-4020(01)88111-4
日期:1986.1
yields. Chemical transformations of these provided some new oxygen functionalized cyclohexane and cyclohexene derivatives. The interesting ene-1,4-diones 17 - 19 were prepared by base-catalyzed rearrangement of the endoperoxides and subsequent oxidation of the resulting hydroxyketones 14 – 16 with chromic acid. On the basis of the UV spectra of the diones 17 and 19, and their comparison with those
的光氧化1,2,和3,得到相应的1,4-内过氧化物4,5。和6分别以高收成。这些化合物的化学转化提供了一些新的氧官能化的环己烷和环己烯衍生物。有趣烯-1,4-二酮17 - 19是由内过氧化物的碱催化的重排,将所得的羟基酮的随后的氧化制备14 - 16用铬酸。根据二酮17和19的紫外光谱,并与其他模型系统进行比较,确定了17和19中螺环丙烷基团的共轭程度。