Reactivity of cyclopentenyl-anion analogous heterocycles: Synthesis and 1,5-electrocyclization of homophosphole
作者:Dirk Oebels、Frank-Gerrit Klämer
DOI:10.1016/s0040-4039(00)99430-9
日期:1989.1
key step of a novel homophosphole synthesis is the reaction of the phospholes 3 with diazomethane in the presence of water leading surprisingly to the oxidized 1,3-dipolar cycloadducts 7. The 1,5-electrocyclization of homophosphole was observed by the racemization of optically active 10c at 120°C to be 641 times slower than that of homofuran 1a. The activation barrier seems to be largely determined by
新型高磷合成的关键步骤是在水的存在下,磷3与重氮甲烷的反应出乎意料地导致了氧化的1,3-偶极环加合物7。通过光学消旋,观察到高磷的1,5-电环化活性10c在120°C时比同呋喃1a慢641倍。活化障碍似乎主要由磷的转化障碍决定,磷必须同时进行。