2294-93-1Relevant academic research and scientific papers
Diastereoselective and Enantioselective Conjunctive Cross-Coupling Enabled by Boron Ligand Design
Myhill, Jesse A.,Wilhelmsen, Christopher A.,Zhang, Liang,Morken, James P.
, p. 15181 - 15185 (2018/11/30)
Enantio- and diastereoselective conjunctive cross-coupling of β-substituted alkenylboron "ate" complexes is studied. Whereas β-substitution shifts the chemoselectivity of the catalytic reaction in favor of the Suzuki-Miyaura product, use of a boronic este
Asymmetrie allylation of methyl ketones by using chiral phenyl carbinols
Tietze, Lutz F.,Kinzel, Tom,Wolfram, Thomas
experimental part, p. 6199 - 6210 (2010/03/01)
Novel chiral auxiliaries for the stereoselective allylation of aliphatic methyl ketones with allyltrimethylsilane and their use in the synthesis of homoallylic ethers are described. In a multicomponent domino process catalyzed by trifluoromethanesulfonic
Benzotriazole-mediated [1,2]-Wittig rearrangement. The preparation of homoalcohols from ethers
Katritzky, Alan R.,Fang, Yunfeng
, p. 1783 - 1788 (2007/10/03)
α-(Benzotriazol-1-yl)alkyl benzyl ethers (6a-e) undergo [1,2]-Wittig rearrangement upon treatment with 2 equiv of organolithium reagents.
Silver catalyzed zinc Barbier reaction of benzylic halides in water
Bieber, Lothar W.,Storch, Elisabeth C.,Malvestiti, Ivani,Da Silva, Margarete F.
, p. 9393 - 9396 (2007/10/03)
Benzylic chlorides react in aqueous dibasic potassium phosphate under silver catalysis with aromatic aldehydes in the presence of zinc dust to give 1,2-diaryl alcohols in moderate to good yields. Dimerization to bibenzyls and reduction of the halide are important side reactions. A wide range of substituted aromatic and heteroaromatic aldehydes and of substituted benzylic chlorides can be used. Aliphatic aldehydes and ketones are unreactive. A mechanism of two SET on the metal surface is discussed.
Transformations of N-Substituted Benzotriazoles into the Corresponding Carbanions by C-Benzotriazole Bond Scission
Katritzky, Alan R.,Qi, Ming
, p. 4116 - 4120 (2007/10/03)
Various TV-substituted benzotriazoles are transformed, by scission of the C-benzotriazole bond, into the corresponding carbanions by treatment with lithium. Thus, N-(diphenylmethyl)benzotriazole (1), N-benzylbenzotriazole (6), and N-allylbenzotriazole (10) all gave carbanions that reacted with diverse electrophiles to afford the corresponding products in good yields. This new methodology was successfully utilized to convert N-benzylbenzotriazole (6) and N-allylbenzotriazole (10) into dianion synthons by a sequential lithiation and reductive coupling and bis(benzotriazolyl)toluene (18) by double reductive couplings, demonstrating the synthetic potential of the present methodology.
Lithium aluminium hydride reduction of some triarylvinyl bromides and acetates catalyzed by some transition metal chlorides
Obafemi, Craig A.,Lee, Choi Chuck
, p. 1998 - 2000 (2007/10/02)
A number of triarylvinyl halides and acetates were reduced with lithium aluminium hydride using various transition metal chlorides as catalysts.The vinylic halides were reduced to the corresponding alkenes while the vinylic acetates were reduced to mixtures of triarylketones and alcohols.The reduction of labeled vinylic halides did not result in any scrambling of the label from C-2 to C-1.The reactions took place under mild conditions and relativley fast reaction times.
