94792-93-5Relevant academic research and scientific papers
A novel synthesis of fluorine-containing cyclopentenones via Pauson-Khand reaction
Konno, Tsutomu,Kida, Takumi,Tani, Akinori,Ishihara, Takashi
, p. 147 - 156 (2013/01/15)
Intermolecular Pauson-Khand reaction of fluoroalkylated alkynes with 2-norbornene or 2,5-norbornadiene at the reflux temperature of dichloroethane proceeded smoothly to give the corresponding cyclopentenone derivatives in high yields as a mixture of regio
Unusual behavior of the anionic species from (E)-1-chloro-3,3,3- trifluoropropene(HCFC-1233t)
Miyagawa, Akiko,Naka, Motoki,Yamazaki, Takashi,Kawasaki-Takasuka, Tomoko
supporting information; experimental part, p. 4395 - 4399 (2010/01/07)
(E)-1-Chloro-3,3,3-trifluoropropene was smoothly deprotonated by MeLi at the position β to the CF3 group, and exclusive formation of propargylic alcohols was observed by addition of appropriate carbonyl compounds as long as up to 1.6 equiv. of
Novel generation of 3,3,3-trifluoropropynyllithium and transformation of the carbonyl adducts to trifluoromethyl-substituted allenes
Shimizu, Masaki,Higashi, Masahiro,Takeda, Youhei,Jiang, Guofang,Murai, Masahito,Hiyama, Tamejiro
, p. 1163 - 1165 (2008/03/13)
A novel method for the generation of 3,3,3-trifluoropropynyllithium is reported, which involves treatment of trifluoromethyl-substituted enol tosylate, prepared from 1,1-dichloro-3,3,3-trifluoroacetone, with two equivalents of butyllithium. Palladium-cata
Preparation of CF3-containing 1,3-Di- and 1,1,3-trisubstituted allenes
Yamazaki, Takashi,Yamamoto, Takahiro,Ichihara, Ritsuko
, p. 6251 - 6253 (2007/10/03)
Novel synthetic pathway to access trifluoromethylated allenes with 1,3-di- as well as 1,1,3-trisubstitution patterns was developed from a variety of 4,4,4-trifluorobut-2-yn-1-ols which were then transformed into the corresponding vinylic iodides in highly
Electronically promoted Payne rearrangement of 3-CF3-2,3- epoxyalcohols
Yamazaki, Takashi,Ichige, Tatsuro,Kitazume, Tomoya
, p. 4073 - 4076 (2007/10/03)
(Chemical Equation Presented) Smooth and selective Payne rearrangement was achieved for the above types of epoxyalcohols with a CF3 group so as to form thermodynamically more stable alkoxides, where the strongly electron-withdrawing nature of this moiety played a significantly important role and was proved to overcome increased steric instability of epoxides from syn-E to anti-Z isomers.
Modified Preparation Method of Trifluoromethylated Propargylic Alcohols and Its Application to Chiral 2,6-Dideoxy-6,6,6-trifluorosugars
Yamazaki, Takashi,Mizutani, Kenji,Kitazume, Tomoya
, p. 6046 - 6056 (2007/10/03)
Convenient generation of 3,3,3-trifluoropropynyl anion was realized from 2-bromo-3,3,3-trifluoropropene, and the anion's reaction with various electrophiles proceeded in excellent isolated yields.One of the products, 1-(benzyloxy)-6,6,6-trifluoro-4-hexyn-3-ol (4b), was further employed for the diastereoselective construction of 2,6-dideoxy-6,6,6-trifluorosugars after enzymatic optical resolution and osmium dihydroxylation of the corresponding olefins.The strongly electron-withdrawing trifluoromethyl moiety, significantly affecting the nucleophilic nature of the neighbouring functionalities, allows to ready differentiation of hydroxy groups by routine chemical transfromation, which results in the shortening of the reaction sequence.
HYDROMETALLATION OF 1-ALKYL-3-TRIFLUOROMETHYL PROPARGYL ALCOHOLS
Hanzawa, Yuji,Kawagoe, Kei-ichi,Tanahasi, Naomi,Kobayashi, Yoshiro
, p. 4749 - 4752 (2007/10/02)
The hydrometallation of trifluormethylated propargyl alcohol derivatives with metal hydride reagents proceeds smoothly to give cis-and trans-olefins on H2O quenching.The halodemetallation of intermediate formed in the reaction process was also examined.
