53484-53-0Relevant academic research and scientific papers
Oxidative cleavage of allyl ethers by an oxoammonium salt
Kelly, Christopher B.,Ovian, John M.,Cywar, Robin M.,Gosselin, Taylor R.,Wiles, Rebecca J.,Leadbeater, Nicholas E.
, p. 4255 - 4259 (2015/04/14)
A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, cleavage proceeds readily, furnishing a variety of α,β-unsaturated aldehydes and ketones.
Absolute reactivity of arylallyl carbocations
Hallett-Tapley, Geniece,Cozens, Frances L.,Schepp, Norman P.
experimental part, p. 343 - 348 (2010/04/30)
A series of α-vinyl arylmethyl cations were generated and studied using nanosecond laser flash photolysis. Rate constants for the decay of the substituted α-vinyl arylmethyl cations were determined under solvolytic conditions in pure solvents and solvent
Regio- and stereoselective Au(I)-catalyzed intermolecular hydroalkoxylation of aryl allenes
Cui, Dong-Mei,Yu, Ke-Rui,Zhang, Chen
scheme or table, p. 1103 - 1106 (2009/09/30)
In the presence of a catalytic amount of Ph3PAuNO3 and H2SO4, the hydroalkoxylation of allenes with alcohols has been shown to proceed smoothly and give allylic ethers in good yields and high regio- and stereoselectivity. Georg Thieme Verlag Stuttgart.
Stereoselective syntheses of substituted pterocarpans with anti-HIV activity, and 5-aza-/5-thia-pterocarpan and 2-aryl-2,3-dihydrobenzofuran analogues
Engler, Thomas A.,LaTessa, Kenneth O.,Iyengar, Rajesh,Chai, Wenying,Agrios, Konstantinos
, p. 1755 - 1769 (2007/10/03)
Oxygenated pterocarpans and 5-azapterocarpans are prepared utilizing Lewis acid-promoted reactions of 2-alkoxy-1,4-benzoquinones with 2H-chromenes and N-tosyl-1,2-dihydroquinolines, respectively. Similarly, benzannulated analogues are prepared via reactions of 5-aIkoxy-1,4-naphthoquinones with chromenes, and related 2-aryl-2,3-dihydrobenzofurans result from reactions of styrenes with the quinones. Syntheses of 5-thiapterocarpans are also described utilizing Pd(0)-coupling of o-chloromercuriophenols with 2H-chromenes.
ORGANOTIN HOMOENOLATE EQUIVALENTS - ACCESS TO β-ACYL- AND β-ARYL-PROPIONALDEHYDES THROUGH HETEROSUBSTITUTED ALLYLTINS AND VINYLTINS
Verlhac, Jean-Baptiste,Pereyre, Michel,Quintard, Jean-Paul
, p. 6399 - 6412 (2007/10/02)
Although, α-ethoxycrotyltributyltin can be used as an equivalent of the homoenolate anion CH3-CHCH2CHO in reactions with acyl chlorides, the non-substituted α-ethoxyallyltributyltin could not be employed in this way. γ-Methoxyvinyltins, easily prepared by hydrostannation of propargylic ethers, are successfully employed as synthetic equivalents of the homoenolate anions -CH2CH2CHO and -CH2CH2COCH3 in reactions with acyl chlorides.A silylated γ-methoxyvinyltin, which is both a vinyltin and an allylsilane, reacts with acyl chlorides and aryl bromides as a promising equivalent of the homoenolate anion -CH2CH2CHO and tolerates a wide range of other reactive functional groups.
An easy access to β-acyl- and β-aryl-propionaldehydes through a new silylated organotin homoenolate equivalent
Verlhac, Jean-Baptiste,Quintard, Jean-Paul,Pereyre, Michel
, p. 503 - 504 (2007/10/02)
Palladium-catalysed cross-coupling of a new umpolung reagent, (α-methoxy-γ-tributylstannyl)allyltrimethyl-silane, with acyl or aryl halides, involves exclusively the vinyl-tin bond and subsequent desilylation with tetrabutylammonium fluoride gives enol ethers, precursors of β-acyl- or β-aryl-propionaldehydes.
