Novel Carbon-Carbon Bond Formation Utilizing Selective C-H Bond Insertion by Carbenes.

1988年：（1）研究了各种卡宾的区域选择性C-H插入或醇盐的最佳反应条件。(2)除了醇盐，其他基板进行选择性插入卡宾进行了研究。1989：（3）发现了t-BuOK对低温下溴代硫代卡宾反应的促进作用，并研究了它们作为卡宾源的反应活性。(4)环丙醇衍生物，如环丙酮半缩醛和氰醇与未受阻碍的卡宾反应，以高产率产生新的开环环加成丙酸酯。(5)研究了一种新型的环乙基卡宾-亲核试剂三组分联合反应，发现氧鎓叶立德中间体的形成是该反应的关键步骤。

1988: (1) Optimized reaction conditions for regioselective C-H insertion or alkoxides by a variety of carbenes were examined. (2) In addition to alkoxides, other substrates which undergo selective insertion by carbenes were investigated. Enolate anion, nitrile carbanion, and alkyllithium were found to undergo selective - C-H insertion.1989: (3) Promotion effect of t-BuOK on the reaction of bromolithiocarbenoids at low temperatures was found and their reactivity as carbene sources was investigated. (4) Reaction of cyclopropanol derivatives such as cyclopropanone hemiacetals and cyanohydrins with unencumbered carbenes yielded novel ring-opened cycloadduct propionates in high yields. (5) A novel-type of three-component joint reactions between cyclic etliercarbene - nucleophile was investigated to find that the formation of oxonium ylide intermediate is the key step of this reaction.