15197-86-1Relevant academic research and scientific papers
Photoredox-Coupled F-Nucleophilic Addition: Allylation of gem-Difluoroalkenes
Liu, Haidong,Ge, Liang,Wang, Ding-Xing,Chen, Nan,Feng, Chao
supporting information, p. 3918 - 3922 (2019/02/19)
A novel strategy for the expedient construction of CF3-embeded tertiary/quarternary carbon centers was developed by taking advantage of photoredox catalysis. Thanks to a key step of single-electron oxidation, electron-rich gem-difluoroalkenes, which otherwise are essentially reluctant towards F-nucleoplilic addition, now readily participate in this fluoroallylation reaction. Furthermore, this strategy provides an elegant example for the generation, as well as functionalization, of α-CF3-substituted benzylic radical intermediates using cheap and readily available starting materials.
METATHESIS CATALYSTS AND METHODS THEREOF
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Paragraph 00310, (2016/08/10)
The present application provides, among other things, compounds and methods for metathesis reactions. In some embodiments, the present disclosure provides methods for preparing alkenyl halide with regioselectivity and/or stereoselectivity. In some embodim
Synthesis of monofluoroalkenes through selective hydrodefluorination of gem-difluoroalkenes with Red-Al
Wu, Jingjing,Xiao, Juan,Dai, Wenpeng,Cao, Song
, p. 34498 - 34501 (2015/04/27)
A novel and practical approach for the selective hydrodefluorination of gem-difluoroalkenes using Red-Al as a reductant at room temperature in CH2Cl2 without any additional base and metal catalyst was reported. Various monofluoroalkenes were obtained in moderate to high yields with good E-selectivity.
Stereoselective nucleophilic fluoromethylation of aryl ketones: Dynamic kinetic resolution of chiral α-fluoro carbanions
Shen, Xiao,Miao, Wenjun,Ni, Chuanfa,Hu, Jinbo
supporting information, p. 775 - 779 (2014/01/23)
Although many methods are available for the synthesis of optically enriched monofluoromethyl secondary alcohols, synthesizing optically enriched monofluoromethyl tertiary alcohols remains a challenge. An efficient and easy-to-handle nucleophilic fluoromethylation protocol was developed. The current monofluoromethylation showed much higher facial selectivity than the corresponding difluoromethylation and proceeded via a different type of transition state. Excellent stereoselective control at the fluorinated carbon chiral center was found, an effect believed to be facilitated by the dynamic kinetic resolution of the chiral α-fluoro carbanions. Fluoromethyl fix: An efficient and easy-to-handle protocol for the stereoselective synthesis of optically pure monofluoromethyl tertiary alcohols was developed, which showed higher facial selectivity than the corresponding difluoromethylation and proceeded via a different type of transition state. Stereoselective control at the fluorinated carbon chiral center is believed to be facilitated by the dynamic kinetic resolution of the chiral α-fluoro carbanions. Copyright
Stereospecific preparation of symmetrical (1Z, 3Z)- and (1E, 3E)-2,3-difluoro-1,4-disubstituted-buta-1,3-dienes from 1-bromo-1-fluoroalkenes
Xu, Jianjun,Burton, Donald J.
, p. 71 - 77 (2008/03/13)
A straightforward method to prepare symmetrical (1Z, 3Z)- and (1E, 3E)-2,3-difluoro-1,4-disubstituted-buta-1,3-dienes is described. High E/Z ratio 1-bromo-1-fluoroalkenes, prepared by isomerization from the E/Z ≈ 1:1 isomeric mixtures, reacted with Busub
Highly stereoselective synthesis of (E)- and (Z)-α-fluoro-α, β-unsaturated esters and (E)- and (Z)-α-fluoro-α,β- unsaturated amides from 1-bromo-1-fluoroalkenes via palladium-catalyzed carbonylation reactions
Xu, Jianjun,Burton, Donald J.
, p. 4346 - 4353 (2007/10/03)
The highly stereoselective synthesis of (E)- and (Z)-α-fluoro- α,β-unsaturated esters and (E)- and (Z)-α-fluoro-α, β-unsaturated amides is described. 1-Bromo-1-fluoroalkenes (E/Z ≈ 1:1), which are readily available starting materials, have been found to i
Kinetic separation methodology for the stereoselective synthesis of (E)- and (Z)-alpha-fluoro-alpha,beta-unsaturated esters via the palladium-catalyzed carboalkoxylation of 1-bromo-1-fluoroalkenes.
Xu, Jianjun,Burton, Donald J
, p. 831 - 833 (2007/10/03)
[reaction: see text] Methodology for the stereoselective preparation of both (E)- and (Z)-alpha-fluoro-alpha,beta-unsaturated esters is described. 1-Bromo-1-fluoroalkenes (E/Z approximate 1:1) can be isomerized to high E/Z ratio mixtures, which participat
α-FLUOROMETHYL-N-METHYL-PHENYLSULPHOXIMINE: A NEW FLUOROMETHYLENATION REAGENT
Boys, Mark L.,Collington, Eric W.,Finch, Harry,Swanson, Stephen,Whitehead, John F.
, p. 3365 - 3368 (2007/10/02)
Treatment of aldehydes or ketones with the anion derived from α-fluoromethyl-N-methyl-phenylsulphoximine produces adducts which afford fluoro-olefins on reductive elimination.
