114095-72-6Relevant articles and documents
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 (1998)
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.
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 (2001)
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 one-pot, three-component synthesis of homoallyl alcohol esters without catalysts and dehydrants
Du, Zhengyin,Li, Yanchun,Wang, Fen,Zhou, Wanwei,Wang, Jin-Xian
supporting information; experimental part, p. 1745 - 1747 (2010/05/18)
Indium-mediated one-pot esterification reaction of acyl chlorides or anhydride by using in situ-prepared homoallyl alcohols from aromatic aldehydes and allyl bromide proceeded smoothly to afford the corresponding homoallyl alcohol esters in high yields within about 1 h, which provided a simple and efficient protocol for the simultaneous allylation and esterification of aldehydes without other catalysts and dehydrants.
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
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.