144079-79-8Relevant academic research and scientific papers
The stereospecific trifluoromethylation of α-iodo-α,β-unsaturated esters: A novel synthesis of (Z)-α-trifluoromethyl-α,β-unsaturated esters
Zhang, Xingguo,Qing, Feng-Ling,Peng, Yiyuan
, p. 79 - 82 (2001)
This paper describes simple and successful methods for the preparation of α-iodo-α,β-unsaturated esters. The trifluoromethylation of (Z)-α-iodo-α,β-unsaturated esters stereo-selectively provides (Z)-α-trifluoromethyl-α,β-unsaturated esters.
Trans- and cis-selective Lewis acid catalyzed hydrogermylation of alkynes
Schwier, Todd,Gevorgyan, Vladimir
, p. 5191 - 5194 (2005)
(Chemical Equation Presented) The first examples of Lewis acid catalyzed hydrogermylation of alkynes have been demonstrated. It was found that this method has much higher functional group compatibility compared to the known Lewis acid catalyzed hydrosilyl
Regioselective synthesis of multisubstituted benzenes by palladium-catalyzed intermolecular reaction of β-iodo-β-silylstyrenes with alkynes
Kinoshita, Hidenori,Takahashi, Hirotoshi,Miura, Katsukiyo
supporting information, p. 2962 - 2965 (2013/07/26)
The Pd-catalyzed reaction between β-iodo-β-silylstyrenes and terminal alkynes in i-Pr2NEt gave 1,2,3,5-tetrasubstituted benzenes with complete regioselection. The use of certain silylacetylenes as alkynes enabled efficient synthesis of 1,3,5-trissilyl-2-arylbenzenes, which could be transformed into other multisubstituted benzenes by displacement of the silyl groups.
One-pot approach to the conversion of alcohols into α-Iodoα, β-unsaturated Esters
Karama, Usama
experimental part, p. 3447 - 3451 (2011/01/12)
(Carboethoxymethylene)triphenylphosphorane 1 can undergo the tandem reaction of iodination-oxidation-Wittig reaction with alcohol in the presence of N-iodosuccinimide (NIS) and manganese dioxide. The reaction constitutes a stereoselective one-pot procedure for the preparation of Z-configured α-iodo-α,β-unsaturated esters in good to excellent yield. Copyright Taylor & Francis Group, LLC.
Novel stereoselective synthesis of 1,3-dien-2-yl esters by a palladiumcatalysed cross-coupling reaction of (E)-α-iodo-α,β- unsaturated esters
Yang, Weisen,Chen, Junmin,Hao, Wenyan,Cai, Mingzhong
experimental part, p. 266 - 268 (2010/10/03)
(E)-α-Stannyl-α,β-unsaturated esters underwent an iododestannylation reaction to afford (E)-α-iodo-α,β- unsaturated esters, which reacted with (E)-alkenylzirconium(IV) complexes produced in situ by hydrozirconation of terminal alkynes in the presence of P
A facile one-pot synthesis of α-iodo-α,β-unsaturated esters
Zhang, Xingguo,Zhong, Ping,Chen, Fan
, p. 1729 - 1736 (2007/10/03)
Aldehydes reacted with (ethoxycarbonyliodomethyl)triphenylphosphonium iodide, tetrabutylammonium bromide, and potassium carbonate in methanol at 40°C to give α-iodo-α,β-unsaturated esters in good to excellent yield.
Palladium-catalyzed reaction between aryl or alkenyl halides and (1-carbalkoxy-1-alkenyl)zinc iodides. A new class of unmasked β-substituted acrylate α-anion equivalents
Rossi, Renzo,Carpita, Adriano,Bellina, Fabio,Cossi, Paolo
, p. 33 - 43 (2007/10/02)
Unmasked β-substituted acrylate α-anion equivalents have been directly and very efficiently prepared by insertion of zinc metal into the carbon-iodine bonds of alkyl (E)- or (Z)-2-iodo-2-alkenoates, (E)- or (Z)-(4), respectively.The stereoisomeric composi
New Stereoselective Snytheses of Stereodefined 2-Substituted Alkyl 2-Alkenoates and Their Applications
Rossi, Renzo,Carpita, Adriano,Cossi, Paolo
, p. 8801 - 8824 (2007/10/02)
Stereoisomerically pure alkyl (E)-2-tributylstannyl-2-alkenoates, (E)-8, which are easily prepared by palladium-catalyzed reaction between tributylstannane and alkyl 2-alkynoates, 15, have been employed as precursors to stereodefined 2-(hetero)aryl substituted alkyl 2-alkenoates of general formula 9 as well as alkyl (E)-2-methyl-2-alkenoates, (E)-10, having very high stereoisomeric purity.One of these esters, i.e. ethyl (Z)-4-(tert-butyldimethylsilyloxy)-2-phenyl-2-butenoate, (Z)-9d, has been employed in a very simple and efficient synthesis of3-phenyl-5(H)-2-furanone, 12, a metabolite of an hypnotic drug.On the other hand, the procedure employed to prepare esters (E)-10, which involves a configurational inversion, has been used to prepare the (S)-enantiomer of (E)-2,4-dimethyl-2-hexenoic acid, (E)-13, a caste-specific substance of male carpenter ants in the genus Camponotus, as well as 98percent optically pure (S)(E)-4,6-dimethyl-4-octen-3-one, (S)(E)-14, an alarm pheromone component of ants in the genus Manica.
New and efficient procedures for the synthesis of stereodefined 2-(hetero) aryl and 2-methyl substituted alkyl 2-alkenoates having very high stereoisomeric purity
Rossi, Renzo
, p. 4495 - 4498 (2007/10/02)
Stereodefined 2-(hetero)aryl and 2-methyl substituted alkyl 2-alkenoates of general formulai and2 have been synthesized with a high degree of stereoselectivity as well as in good overall yields starting from alkyl 2-alkynoates,4.
