Tandem bond forming reactions based on oxidative umpolung of organomeallic reagents

基于有机金属试剂氧化还原的串联成键反应

• 批准号: 23790029
• 负责人: YAMAMOTO YASUTOMO
• 金额: $ 2.75万
• 依托单位: Doshisha Women's College of Liberal Arts
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Young Scientists (B)
• 财政年份: 2011
• 资助国家: 日本
• 起止时间: 2011 至 2013
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-23790029/
• 关键词: 酸化; 極性転換; 多成分反応; 複素環

Oxidation of an anionic species to a radical or cationic species is an important umpolung methodology for changing the reactivity of anionic intermediates, and it is potentially useful in combination with anionic cascade reactions. An addition reaction of alkenylmagnesium bromide with p-toluenesulfonyl isocyanate and consecutive oxidative cyclization with iodobenzene diacetate afforded brominated lactams in one pot. This oxidative halocyclization was also applicable to a one-pot synthesis of cyclic ether, cyclic amine, lactone, pyrazolidine using a aldehyde, imine, carbon dioxide, and azodicarboxylate, respectively.

将阴离子物种氧化成自由基或阳离子物种是改变阴离子中间体反应性的一种重要方法，它与阴离子级联反应相结合具有潜在的应用价值。烯基溴化镁与对甲苯磺酰基异氰酸酯加成，再与二乙酸碘苯氧化环合，一锅即得溴化内酰胺类化合物。这种氧化卤化反应也适用于分别用醛、亚胺、二氧化碳和偶氮二甲酸酯一锅合成环醚、环胺、内酯、吡唑烷的反应。

项目成果

Critical Profiles of Chiral Diether-Mediated Asymmetric Conjugate Aminolithiation of Enoate with Lithium Amide as a Key to the Total Synthesis of (-)-Kopsinine

手性二醚介导的烯酸与氨基锂的不对称共轭氨基锂化反应作为 (-)-Kopsinine 全合成的关键

• DOI: 10.1016/j.tet.2013.02.035
• 发表时间: 2013
• 期刊: Tetrahedron
• 影响因子: 2.1
• 作者: 坂井健男;杉本愛;上田光明;森裕二;松田久司;Yasutomo Yamamoto
• 通讯作者: Yasutomo Yamamoto

Synthetic Studies of Tetrahydroisoquinoline Alkaloids by an Intramolecular Hydroamination of Aminoalkenes

氨基烯烃分子内氢氨化合成四氢异喹啉生物碱的研究

• 发表时间: 2011
• 作者: 松岡 純平;瀬尾 昭平;坂井 健男;森 裕二;山本康友
• 通讯作者: 山本康友

Comprehensive Chirality, Volume 3

综合手性，第 3 卷

• 发表时间: 2012
• 作者: Yasufumi Wada;○Koji Morimoto;Hiromichi Fujioka;and Yasuyuki;Yasutomo Yamamoto
• 通讯作者: Yasutomo Yamamoto

One-pot synthesis of N-heterocycles by tandem carbamoylation–oxidative bromolactamization of ω-alkenylmagnesium bromide

• DOI: 10.1016/j.tetlet.2013.06.002
• 发表时间: 2013-08
• 期刊: Tetrahedron Letters
• 影响因子: 1.8
• 作者: Y. Yamamoto;Y. Takahama;Misa Shimizu;Aiko Ohara;Akari Miyawaki;K. Tomioka

Constitutents from the rhizomes of Curcuma comosa and their Wnt signal inhibitory activity

姜黄根茎成分及其Wnt信号抑制活性

• DOI: 10.3987/com-13-s
• 发表时间: 2014
• 期刊: Heterocycles
• 影响因子: 0.6
• 作者: Fuentes;R. G.; Toume;K.; Arai;M. A.; Koyano;T.; Kowithayakorn;T.; Ishibashi;M.
• 通讯作者: M.