A New Approach to the Ring Opening Reactions of 2,7,7-Trimethyl-3,3-dibromotricyclo[4.1.1.0~(2,4)]octane

摘要

The reaction of alpha-pinene and dibromocarbene produced a fairly unstable product,2,7,7-trimethyl-3,3-dibromotricyclo[4.1.1.0~(2,4)]octane,from which 3-bromo-7,7-dimethyl-2-methyIenebicyclo[4,l,l]oct-3-ene and 3-bromo-2,7,7-trimethylbicyclo [4,l,l]octa-2,4-diene were obtained in chloroform at room temperature and in various other media and conditions.Two new compounds,3-bromo-2,7,7-trimethylbicyclo [4.1.1]oct-3-en-2-ol and 2-(4-bromo-5-methylcyclohepta-3,5-dien-l-yl)propan-2-ol,were observed in aqueous acetone in addition to the previous two.The stability and formation mechanism of the formed products are discussed.