60960-88-5Relevant academic research and scientific papers
Photoenzymatic Generation of Unstabilized Alkyl Radicals: An Asymmetric Reductive Cyclization
Clayman, Phillip D.,Hyster, Todd K.
supporting information, p. 15673 - 15677 (2020/10/18)
Flavin-dependent "ene"-reductases can generate stabilized alkyl radicals when irradiated with visible light; however, they are not known to form unstabilized radicals. Here, we report an enantioselective radical cyclization using alkyl iodides as precursors to unstabilized nucleophilic radicals. Evidence suggests this species is accessed by photoexcitation of a charge-transfer complex that forms between flavin and substrate within the protein active site. Stereoselective delivery of a hydrogen atom from the flavin semiquinone to the prochiral radical formed after cyclization provides high levels of enantioselectivity across a variety of substrates. Overall, this transformation demonstrates that photoenzymatic catalysis can address long-standing selectivity challenges in the radical literature.
Asymmetric and Geometry-Selective α-Alkenylation of α-Amino Acids
Abas, Hossay,Mas-Roselló, Josep,Amer, Mostafa Mahmoud,Durand, Derek J.,Groleau, Robin R.,Fey, Natalie,Clayden, Jonathan
supporting information, p. 2418 - 2422 (2019/02/09)
Both E- and Z-N′-alkenyl urea derivatives of imidazolidinones may be formed selectively from enantiopure α-amino acids. Generation of their enolate derivatives in the presence of K+ and [18]crown-6 induces intramolecular migration of the alkeny
Diastereoselective [2,3]-Sigmatropic Rearrangement of N-Allyl Ammonium Ylides
Erkman, Kristin,J?rving, Ivar,Kaabel, Sandra,Kanger, T?nis,Murre, Aleksandra
, p. 4183 - 4197 (2019/11/14)
A rapid and diastereoselective method was developed for the [2,3]-sigmatropic rearrangement of N-Allyl ammonium ylides, affording products in up to 95percent isolated yields and up to 97:3 dr; most of the desired products were formed within 1 minute. For
Access to functionalized imidazolidin-2-one derivatives by Iron-catalyzed oxyamination of alkenes
Manick, Anne-Doriane,Aubert, Sidonie,Yalcouye, Boubacar,Prangé, Thierry,Berhal, Farouk,Prestat, Guillaume
, p. 11485 - 11492 (2018/10/20)
Functionalized imidazolidin-2-one were prepared by using an iron-catalyzed alkene oxyamination reaction. Hy-droxylamine derivatives were used in this atom-economical process, and the addition of an external oxidant was not required. The conditions developed were shown to be efficient for mono-, di-, and trisubstituted double bonds, and a large scope of diamino alcohol precursors were delivered in good yields with good diastereoselectivities. The mechanistic pathway was studied and appears to involve both a fused aziridine and a carbocationic species.
Method for preparing naftifine hydrochloride
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, (2018/07/06)
The invention provides a method for preparing naftifine hydrochloride. The finished naftifine hydrochloride is obtained through subjecting relatively-cheap cinnamyl alcohol, which serves as a raw material, to chlorinating-reagent chlorinating, methyl-amination and 1-chloromethyl naphthalene substitution sequentially, and finally, carrying out acidification salt-forming and crystallization refining. According to the method provided by the invention, all intermediates in first three steps of reactions are subjected to a reaction without purification, process flows are continuous and non-intermittent, the operation is simplified, the yield and production efficiency of the product are increased, and meanwhile, the purity of the product is ensured, so that the method is applicable to industrialization; and meanwhile, the method has the advantages of simple reaction conditions, low cost and environment-friendliness.
Aryne-Mediated [2,3]-Sigmatropic Rearrangement of Tertiary Allylic Amines
Zhang, Juan,Chen, Zhi-Xiong,Du, Ting,Li, Bing,Gu, Yonghong,Tian, Shi-Kai
supporting information, p. 4872 - 4875 (2016/10/18)
A new strategy has been established for the [2,3]-sigmatropic rearrangement of quaternary allylic ammonium ylides via in situ activation of tertiary allylic amines with arynes under mild conditions. Using 2-(trimethylsilyl)aryl triflates as aryne precurso
Synthesis of cyclic guanidines via Pd-catalyzed alkene carboamination
Zavesky, Blane P.,Babij, Nicholas R.,Fritz, Jonathan A.,Wolfe, John P.
supporting information, p. 5420 - 5423 (2013/11/19)
A new approach to the synthesis of substituted 5-membered cyclic guanidines is described. Palladium-catalyzed alkene carboamination reactions between acyclic N-allyl guanidines and aryl or alkenyl halides provide these products in good yield. This method
Synthesis of enantiomerically enriched imidazolidin-2-ones through asymmetric palladium-catalyzed alkene carboamination reactions
Hopkins, Brett A.,Wolfe, John P.
supporting information, p. 9886 - 9890 (2012/10/29)
Positive water effect: A catalyst composed of [Pd2(dba) 3] (dba=dibenzylideneacetone) and (S)-Siphos-PE is effective for the enantioselective coupling of N-allyl ureas with aryl bromides to afford 4-substituted imidazolidin-2-ones. Added water leads to significantly improved enantioselectivities with electron-poor aryl halide substrates. It is suggested that the C-C bond-forming reductive elimination is the enantiodetermining step in these reactions. Copyright
Amine derivatives
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, (2008/06/13)
The present invention relates to amine derivatives represented by formula (1) or salts thereof. R3represents C1-C3 alkyl, hydroxylated C1-C5 alkyl, C1-C5 acyl; C2-C5 alkenyl, or a halogen atom; and k, l, and m are each an integer of 1 to 4.) Exhibiting excellent antifungal effect, these compounds are highly useful as antifungal agents, antifungal compositions, drugs, etc.
