871893-64-0Relevant academic research and scientific papers
A one-pot synthesis of (E)-α-bromo-α,β-unsaturated esters and their trifluoromethylation: A general and stereoselective route to (E)-α-trifluoromethyl-α,β-unsaturated esters
Qing, Feng-Ling,Zhang, Xingang
, p. 5929 - 5931 (2001)
Bromination of a phosphonate anion derived in situ from ethyl bis(2,2,2-trifluoroethyl)phosphonoacetate 3 followed by the addition of aldehydes produced (E)-α-bromo-α,β-unsaturated esters 5 stereoselectively. The treatment of 5 with FSO2CF2CO2Me and CuI in DMF/HMPA provided (E)-α-trifluoromethyl-α,β-unsaturated esters 6.
Preparation of α-bromoacrylates: One-pot procedure for the synthesis of conjugated acetylenic carboxylates from aldehydes with Ph3P/ Br3CCO2Et
Kim, Joong-Gon,Dong, Ho Kang,Doo, Ok Jang
, p. 443 - 447 (2008/04/01)
We have established the optimal conditions for the Wittig reaction for synthesizing α-bromoacrylates with a high selectivity, and developed a simple and efficient one-pot procedure for preparing various conjugated acetylenic carboxylates in moderate to high yields. Georg Thieme Verlag Stuttgart.
A convenient synthesis and the asymmetric hydrogenation of N-phthaloyl dehydroamino acid esters
Chen, Jian,Liu, Qiang,Zhang, Weicheng,Spinella, Stephen,Lei, Aiwen,Zhang, Xumu
supporting information; experimental part, p. 3033 - 3036 (2009/05/07)
(Chemical Equation Presented) A convenient synthetic method was reported for the preparation of N-phthaloyl dehydroamino acid esters from easily accessible vinyl bromides (or vinyl tosylate) and potassium phthalimide. Rh-catalyzed asymmetric hydrogenation
Site-specific preparation of 2-carboalkoxy-4-substituted naphthalenes and 9-alkylphenanthrenes and evidence for an allene intermediate in the novel base-catalyzed cyclization of 2-alkynylbiphenyls
Wang, Yi,Burton, Donald J.
, p. 5295 - 5298 (2007/10/03)
A site-specific preparation of 2-carboalkoxy-4-substituted naphthalenes and 9-alkylphenanthrenes is described. The successful cyclization of an allene intermediate provides supportive evidence for the previously proposed mechanism.
Versatile Transformations of α,β-Dibromoesters and Ketones in Basic Media under Microwave Irradiation
Hamelin, Jack,Saoudi, Aicha,Benhaoua, Hadj
, p. 2185 - 2188 (2007/10/03)
Depending on the reaction medium, α,β-dibromoesters under microwave irradiation may selectively lead to α-bromoalk-enes, to alkenes or to (E)-β-bromostyrenes. The corresponding ketones give selectively the α-bromoketones.
Microwave-assisted tandem nucleophilic substitution-Wittig reaction of α-hypervalent iodine functionalized phosphonium ylide
Yu, Xiaochun,Huang, Xian
, p. 1895 - 1897 (2007/10/03)
Under microwave irradiation conditions the tandem nucleophilic substitution-Wittig reaction of α-hypervalent iodine functionalized phosphonium ylide can occur readily to afford α-heteroatom substituted-α,β-unsaturated enoates in good yields stereo-selecti
A new route to α-trifluoromethyl-α,β-unsaturated esters
Zhang, Xingang,Qing, Feng-Ling,Yang, Yonggang,Yu, Jiang,Fu, Xiang-Kai
, p. 2953 - 2955 (2007/10/03)
The treatment of α-bromo-α,β-unsaturated esters with FSO2CF2CO2Me and CuI in DMF/HMPA constitutes a new synthetic scheme for the preparation of α-trifluoromethyl-α,β-unsaturated esters. (C) 2000 Elsevier Science Ltd.
Synthesis of 2′,3′-Dideoxy-2′-trifluoromethylnucleosides from α-Trifluoromethyl-α,β-unsaturated Ester
Zhang, Xingang,Qing, Feng-Ling,Yu, Yihua
, p. 7075 - 7082 (2007/10/03)
The treatment of α-bromo-α,β-unsaturated esters 2 with FSO2CF2CO2Me and CuI in DMF/HMPA constitutes a new synthetic scheme for the preparation of α-trifluoromethyl-α,β-unsaturated esters 3. The trifluoromethylation of (Z)/(E)-ethyl 3-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-bromo-2-propenoate (2e), which is derived from 1-(R)-glyceraldehyde acetonide, yields the key intermediate α-trifluoromethyl-αβ-unsaturated esters 3e. This is transformed into anomeric acetates 8a and 8b and is used for the synthesis of a number of 2′,3′-dideoxy-2′-trifluoromethylnucleosides.
