694-82-6Relevant academic research and scientific papers
REACTIVE EXTRACTION OF WATER
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Paragraph 0077; 0078, (2020/04/09)
Described herein are methods and compounds for extracting water from an aqueous solution. For example, some embodiments include method for extracting water from an aqueous solution, comprising contacting the aqueous solution with a compound comprising one or more carbonyl moieties having an equilibrium constant for a hydration of the carbonyl moiety of at least about 0.5; separating a composition comprising the hydrated compound from the aqueous solution; and reacting the hydrated compound to obtain water.
Asymmetric Synthesis of Alkyl Fluorides: Hydrogenation of Fluorinated Olefins
Ponra, Sudipta,Yang, Jianping,Kerdphon, Sutthichat,Andersson, Pher G.
supporting information, p. 9282 - 9287 (2019/05/28)
The development of new general methods for the synthesis of chiral fluorine-containing molecules is important for several scientific disciplines. We herein disclose a straightforward method for the preparation of chiral organofluorine molecules that is ba
A highly regio- and stereoselective synthesis of ?±-fluorinated imides via fluorination of chiral enamides
Xu, Yan-Shuang,Tang, Yu,Feng, He-Jing,Liu, Ji-Tian,Hsung, Richard P.
, p. 572 - 575 (2015/03/04)
A highly ??-facial selective and regioselective fluorination of chiral enamides is described. The reaction involves an enantioselective fluorination exclusively at the electron-rich enamide olefin with N-F reagents such as Selectfluor and N-fluoro-benzenesulfonimide [NFSI] accompanied by trapping of the ?2-fluoro-iminium cationic intermediate with water. The resulting N,O-hemiacetal could be oxidized using Dess-Martin periodinane, leading to an asymmetric sequence for syntheses of chiral ?±-fluoro-imides and optically enriched ?±-fluoro-ketones.
Development of a generic activation mode: Nucleophilic α-substitution of ketones via oxy-allyl cations
Vander Wal, Mark N.,Dilger, Andrew K.,Macmillan, David W. C.
, p. 3075 - 3079 (2013/07/26)
Oxy-allyl cations have been known as transient electrophilic species since they were first proposed as intermediates in the Favorskii rearrangement in 1894. Since that time, they also have been used as a mode of activation for [4 + 3] cycloadditions in a variety of natural product syntheses. In this manuscript, we describe a method for the interception of oxy-allyl cations with a diverse range of common nucleophiles, thereby demonstrating the value of this intermediate as a generic mode of activation. This simple, mild, room temperature protocol allows for the formation of a variety of high value carbon-carbon and carbon-heteroatom bonds that are readily incorporated within a series of cyclic and acyclic ketone systems. Initial efforts into the development of an enantioselective catalytic variant are also described.
Enzymatic preparation of (1S,2R)- and (1R,2S)-stereoisomers of 2-halocycloalkanols
Kolodiazhna, Olga O.,Kolodiazhna, Anastasy O.,Kolodiazhnyi, Oleg I.
, p. 37 - 42 (2013/02/25)
The stereoisomers of cis-2-halocycloalkanols were resolved by a kinetically controlled transesterification with vinyl acetate in the presence of lipases in organic media. High enantioselectivities (ee >98%) and good isolated yields were obtained for all substrates using the appropriate lipase. Burkholderia cepacia lipase was the most efficient enzyme for the resolution of these substrates. The enantiomeric purities of the compounds were defined by derivatization with Mosher's acid and the absolute configurations were determined by chemical correlation.
Fluorinated ε-caprolactone: Synthesis and ring-opening polymerization of new α-fluoro-ε-caprolactone monomer
Al-Azemi, Talal F.,Mohamod, Abdirahman A.
experimental part, p. 5431 - 5438 (2012/05/20)
Fluorinated polyester was synthesized from a novel α-fluoro-ε- caprolactone monomer (α-FCL). The monomer was synthesized from commercially available cyclohexene oxide in three steps. Baeyer-Villiger reaction using 3-chloroperoxybenzoic acid of the corresp
Enantioselective organocatalytic α-fluorination of cyclic ketones
Kwiatkowski, Piotr,Beeson, Teresa D.,Conrad, Jay C.,MacMillan, David W. C.
supporting information; experimental part, p. 1738 - 1741 (2011/04/17)
The first highly enantioselective α-fluorination of ketones using organocatalysis has been accomplished. The long-standing problem of enantioselective ketone α-fluorination via enamine activation has been overcome via high-throughput evaluation of a new library of amine catalysts. The optimal system, a primary amine functionalized Cinchona alkaloid, allows the direct and asymmetric α-fluorination of a variety of carbo- and heterocyclic substrates. Furthermore, this protocol also provides diastereo-, regio-, and chemoselective catalyst control in fluorinations involving complex carbonyl systems.
Conformational analysis of cis-2-halocyclohexanols; Solvent effects by NMR and theoretical calculations
Basso, Ernani A.,Abiko, Layara A.,Gauze, Gisele F.,Pontes, Rodrigo M.
, p. 145 - 153 (2011/03/19)
Conformational problems often involve very small energy differences, even low as 0.5 kcal mol-1. This accuracy can be achieved by theoretical methods in the gas phase with the appropriate accounting of electron correlation. The solution behavio
Geminal acylation of α-heterosubstituted cyclohexanones and their ketals
Pottie, Ian R.,Crane, Sheldon N.,Gosse, Anna Lee,Miller, David O.,Burnell, D. Burnell
body text, p. 1118 - 1124 (2011/01/09)
Geminal acylation of derivatives of cyclohexanone with Br, Cl, F, and OCH3 in the α position, and of their corresponding dimethyl ketals, could not be accomplished to a significant extent following published procedures. The transformation was a
