アンモニウムイリド化学の新しい展開 : ベンジルアンモニウムイリドの転位
スポンサーリンク
概要
- 論文の詳細を見る
Fluoride-ion induced desilylation of <I>N</I>, <I>N</I>-dialkyl-<I>N</I>-[(trimethylsilyl)methyl] (substituted benzyl) ammonium halides is reviewed. This new benzylammonium ylide formation reaction has the following merits : (1) the ylides are produced in quantitative yields in non-basic media at room temperature, and the ylide-anions locate on the carbons which had connected with the silyl groups, (2) the ylides initially isomerize to 5-alkylidene-6-(dialkylamino)methy1-1, 3-cyclohexadienes (isotoluene derivatives), and then they convert to Sommelet-Hauser rearrangement products and/or Stevens products, (3) although the ratios of both rearrangement products are influenced by the magnitude of electron-donating effect of the substituents, their ratios changed when the reac-tion was carried out in the presence of DBU or under irradiation by UV light.
- 社団法人 有機合成化学協会の論文
著者
関連論文
- アンモニウムイリド化学の新展開
- Rearrangement of N, N-Dimethyl(1- of 2-naphthylmethyl)ammonium N-Methylide
- 有機14族元素化合物中におけるゲルマニウム化合物の特性と有機合成への応用
- Heteroatom-Facilitated Lithiations of N-Methyl-N-(trimethylsilyl)methyl-benzylamine and Benzyl (Trimethylsilyl)methyl Ether with Butyllithium
- Rearrangement of 3-Methyl-2-(4-substituted phynyl)-1,3-oxazolinium 3-Methylides
- Substituent Effect on the Benzyl Groups in Sommelet-Hauser Rearrangement
- Conjugated-Triene Intermediates in the Sommelet-Hauser Rearrangement of Cyclic 1-Methyl-2-phenylammonium 1-Methylides
- N-(2-Halogenoethyl)arylamine類と金属マグネシウムの反応
- 5-Triethylstannylethylpyrimidine誘導体の合成
- Hexaethylditinによる脱ハロゲン化反応(第3報) : α-Keto Halide類との反応
- Hexaethylditinによる脱ハロゲン化反応(第2報) : gem-およびvic-Halide類との反応
- Hexaalkylditinの合成およびAroyl Chlorideとの反応
- アンモニウムイリド化学の新しい展開 : ベンジルアンモニウムイリドの転位
- アミノアルキルシランの化学