71104-78-4Relevant academic research and scientific papers
Study on the coupling of acyclic esters with alkenes - The synthesis of 2-(2-hydroxyalkyl)cyclopropanols via cascade cyclization using allylsamarium bromide
Tu, Yawei,Zhou, Liejin,Yin, Ruifeng,Lv, Xin,Flowers Ii, Robert A.,Choquette, Kimberly A.,Liu, Huili,Niu, Qingsheng,Wang, Xiaoxia
supporting information, p. 11026 - 11028 (2013/01/15)
The radical cyclization between aliphatic acyclic esters and alkenes was achieved unprecedentedly in the presence of allylsamarium bromide with HMPA and H2O as additives. The cascade radical cyclization-ring-opening- anionic cyclization allowed facile and efficient access to 2-(2-hydroxyalkyl) cyclopropanols from readily available materials.
LiBF4-Catalyzed three-component coupling of an aldehyde, acetic anhydride and allyltrimethylsilane/TMSCN
Yadav,Reddy, B.V. Subba,Vishnumurthy,Chary, Ch. Janardhana
, p. 5915 - 5918 (2008/02/10)
Lithium tetrafluoroborate is found to be an efficient catalyst for allylation and cyanation of aldehydes with allyltrimethylsilane and trimethylsilyl cyanide in the presence of acetic anhydride at room temperature to produce homoallylic acetates and α-cya
Bismuth compounds in organic synthesis. A one-pot synthesis of homoallyl ethers and homoallyl acetates from aldehydes catalyzed by bismuth triflate
Anzalone, Peter W.,Baru, Ashvin R.,Danielson, Eric M.,Hayes, Patrick D.,Nguyen, Mai P.,Panico, Ambrose F.,Smith, Russell C.,Mohan, Ram S.
, p. 2091 - 2096 (2007/10/03)
(Chemical Equation Presented) Three one-pot methods for the conversion of aldehydes to homoallyl ethers catalyzed by Bi(OTf)3? xH 2O (1 x 4) have been developed. The one-pot synthesis of homoallyl ethers can be achieved either by
Indium(III) chloride catalyzed allylation of gem-diacetates: A facile synthesis of homoallyl acetates
Yadav,Subba Reddy,Madhuri,Sabitha
, p. 18 - 19 (2007/10/03)
Indium(III) chloride is found to catalyze efficiently the allylation of gem-diacetates with allyltrimethylsilane at room temperature to afford the corresponding homoallylic acetates in high yields with good regioselectivity.
Scandium triflate catalyzed allylation of acetals and gem-diacetates: A facile synthesis of homoallyl ethers and acetates
Yadav, Jhillu S.,Subba Reddy, Basi V.,Srihari
, p. 673 - 675 (2007/10/03)
Scandium triflate catalyzes efficiently the allylation reactions of acetals and gem-diacetates with allyltrimethylsilane at ambient temperature to afford the corresponding homoallyl ethers and acetates in high yields. Also it is found to be effective for
Indium-mediated allylation of gem-diacetates to homoallylic acetates in aqueous media
Yadav,Subba Reddy,Kiran Kumar Reddy
, p. 2695 - 2697 (2007/10/03)
Indium-mediated allylation of gem-diacetates gave excellent yields of the corresponding homoallylic acetates in aqueous media. (C) 2000 Elsevier Science Ltd.
Sc(OTf)3, an efficient catalyst for addition of allyltrimethysilane to aldehydes: Chemoselective addition to aldehydes in presence of ketone and in situ acylation (3-component coupling)
Aggarwal, Varinder K.,Vennall, Graham P.
, p. 1822 - 1826 (2007/10/03)
Scandium triflate (2-10 mol%) have been found to be a highly efficient catalyst for the addition of allyltrimethylsilane to both activated aromatic and aliphatic aldehydes. However, deactivated (electron rich) aromatic aldehydes gave double allylated products instead. Using a stoichiometric amount of Ac2O in the allylation reaction led directly to homoallylic acetates [in situ acylation catalysed by Sc(OTf)3] and for the first time gave high yields of adducts with moderately electron rich aromatic aldehydes.
Substituent effects on cyclobutyl and cyclopropylcarbinyl cations
Wiberg, Kenneth B.,Shobe, David,Nelson, Gordon L.
, p. 10645 - 10652 (2007/10/02)
The acetolyses of 3-substituted cyclobutyl tosylates (X = Ar, Cl, and OEt) were examined giving rate constants and product distributions. With the alkyl- and aryl-substituted compounds, the rate-determining step leads to the formation of a bridged cyclobu
ARYLCYCLOPROPANE PHOTOCHEMISTRY. UNUSUAL AROMATIC SUBSTITUENT EFFECTS ON THE PHOTOCHEMICAL REARRANGEMENT OF (2-ARYLCYCLOPROPYL)METHYL ACETATES TO 1-ARYLHOMOALLYL ACETATES.
Hixson,Franke,Gere,Xing
, p. 3601 - 3610 (2007/10/02)
Irradiation of trans(2-arylcyclopropyl)methyl acetates a 4-butenyl-1-arylacetate (7a,b,d-h) via an ionic mechanism from the singlet state. Similar rearrangements occurred with exo-(1,1a,6,6a-tetrahydrocycloprop left bracket a right bracket inden-1-yl)methyl acetate and the 4-cyano derivative. Excited state reaction rate constants were determined from reactant fluorescence lifetimes and product quantum yields. It is concluded that the rate-determining step involves conversion of the initially formed aromatic excited state to a reactive cyclopropane excited state and that cyclopropane to aromatic ring charge transfer enhances this process.
LEWIS ACID CATALYZED REARRANGEMENT OF VINYLCYCLOPROPANECARBONYL CHLORIDE TO CYCLOPENTENECARBONYL CHLORIDE
Sakito, Yoji,Suzukamo, Gohfu
, p. 621 - 624 (2007/10/02)
Vinylcyclopropane-cyclopentene rearrangement of 2-(2-aryl-vinyl) cyclopropanecarbonyl chlorides was observed upon treatment with a Lewis acid under mild reaction conditions to afford 2-arylcyclopent-3-enecarboxylates after esterification.
