Deve I opment of Practical Radical Reaction and its Applicat i on to the Synthesis of Physiologically Active Compounds

1.将芳基的6-内基选择性环化到烯胺的烯键上，生成的酰胺基的5-内基环化的自由基级联反应，方便地合成了C13位含甲基的邻菲咯烷并吲哚咪啶类化合物。烷基在烯胺的烯键上的6-内基选择性环化和生成的氨基的5-内基环化的自由基级联反应提供了一种方便的合成圆柱状骨架的方法。芳基7-内基选择性环化到烯胺的烯键上，生成的氨基5-内基环化的自由基级联反应得到了一种简明的头孢菌素骨架合成方法。芳基7-内基选择性环化到烯胺的烯键上的自由基级联反应和生成的氨基的芳香族均裂取代反应，可以短时间地合成来诺沙胺。烷基在烯胺的烯键上的7-内基选择性环化和生成的氨基的5-内环化的自由基级联反应得到了茎叶酰胺、异茎甲酰胺、茎叶胺和异茎草胺的全合成。N-烯丙基或N-乙烯基，α，α，α-三氯乙酰胺在1，4-二甲基哌嗪中加热后，经自由基环化得到相应的γ-内酰胺。详细研究了芳基或烷基自由基对烯胺烯基键的外、内选择性。

1. Radical cascade involving 6-endo selective cyclization of aryl radical onto olefinic bond of enamide and 5-endo cyclization of the resulting amidoyl radical afforded a convenient synthesis of phenanthroindolizidines containing a methyl group at their C13 position.2. Radical cascade involving 6-endo selective cyclization of alkyl radical onto olefinic bond of enamide and 5-endo cyclization of the resulting amidoyl radical afforded a convenient synthesis of cylindricine skeleton.3. Radical cascade involving 7-endo selective cyclization of aryl radical onto olefinic bond of enamide and 5-endo cyclization of the resulting amidoyl radical afforded a concise synthesis of cephalotoxine skeleton.4. Radical cascade involving 7-endo selective cyclization of aryl radical onto olefinic bond of enamide and homolytic aromatic substitution of the resulting amidoyl radical afforded a short synthesis of lennoxamine.5. Radical cascade involving 7-endo selective cyclization of alkyl radical onto olefinic bond of enamide and 5--endo cyclization of the resulting amidoyl radical afforded a total synthesis of stemonamide, isostemonamide, stemonamine, and isostemonamine.6. N-Allylic or N-vinylic, α, α, α-trichloroacetamides, upon heating in 1, 4-dimethylpiperazine, underwent radical cyclization to give the corresponding y-lactams.7. exo and endo Selectivities of aryl or alkyl radical onto olefinic bond of enamides were studied in detail.