A new Wittig rearrangement of 2,2-disubstituted 1,3-dithianes.
スポンサーリンク
概要
- 論文の詳細を見る
Carbanions produced by deprotonation at the ring C-4 of 2,2-disubstituted 1,3-dithianes undergo a Wittig type rearrangement to give the anions of 2,2-disubstituted tetrahydrothiophene-3-thiols. After being trapped with several alkyl halides, these afford the corresponding 2,2-disubstituted 3-(alkylthio)tetrahydrothiophenes, which are difficult to prepare by other synthetic routes.
- 公益社団法人 日本化学会の論文
著者
-
Tanimoto Shigeo
Institute For Chemical Research Kyoto University Uji
-
Ikehira Hideyuki
Institute for Chemical Research, Kyoto University
-
Tanimoto Shigeo
Institute for Chemical Research, Kyoto University
関連論文
- Asymmetric Carbon-Carbon Bond Formations by the Reaction of "Chiral Episulfonium Ions" with Enol Silyl Ethers
- The formylation of an aromatic nucleus by the use of 2-ethoxy-1,3-dithiolane.
- The reactions of the 1,2-ethanediylbis(trithiocarbonic acid) dianion with several electrophilic reagents.
- The reactions of olefins with chloromethoxymethane or dimethoxymethane in nitriles.
- Diphenylsilane reduction of C=O and C=N bearing electron-withdrawing group in the presence of aluminum(III) chloride.
- The formation of 1,2-bis(alkylthio)-1,2-diphenylethanes by the lithium diisopropylamide-induced fragmentation of dibenzyl disulfide followed by the trapping with some alkyl halides.
- Synthesis and lithiation of 2-alkylthio- and 2-arylthio-1,3-dithiolanes.
- The lithium diisopropylamide-induced fragmentation of 1,3-dithiolane derivatives of several ketones having .ALPHA.-hydrogen.
- The lithium diisopropylamide-induced fragmentation of 2,2-diphenyl-1,3-dithiolane S-oxide and several 2,2-diaryl-1,3-dithiolane S,S'-dioxides.
- The formation of vinyl sulfides by the cleavage of the carbon-sulfur bond in dithioacetals with CuCl2.
- Synthesis of 2-(trimethylsilyl)ethyl benzenesulfenate and benzeneselenenate and their reaction with some electrophiles in the presence of tetrabutylammonium fluoride.
- A new Wittig rearrangement of 2,2-disubstituted 1,3-dithianes.
- A convenient method for the introduction of 1,3-dithiolan-2-yl group into active methylene compounds.
- O-methylation of aromatic (E)-oximes by dimethylsulfonium methylide.
- Amidoselenation of Olefins Using p-Toluenesulfonamide as a Nitrogen Nucleophile.
- A three-component reaction of isocyanides with halogens and cyclic ethers.