90046-23-4Relevant academic research and scientific papers
Divergent reactions for racemates: Catalytic, enantioselective, and regiodivergent nitroso diels-alder reactions
Jana, Chandan Kumar,Studer, Armido
, p. 6542 - 6544 (2008/09/17)
(Chemical Equation Presented) Two products out of eight possible isomers are obtained from the [CuPF6(MeCN)4]-catalyzed, highly enantioselective, and regiodivergent nitroso Diels-Alder reactions of 6-substituted 1,3-cyclohexadienes (
Parallel mechanisms for the cycloaromatization of enyne allenes
Hughes, Thomas S.,Carpenter, Barry K.
, p. 2291 - 2298 (2007/10/03)
The Myers-Saito cycloaromatization of enyne allenes is proposed to consist of two parallel mechanisms, one involving a biradical and the other with dipolar character. MCSCF calculations suggest that a nonplanar cyclic allene could be fairly close in enthalpy to the biradical, while the planar zwitterion originally proposed as a possible second intermediate is in fact a transition state for the interconversion of the two enantiomeric cyclic allenes. Competitive trapping experiments rule out the presence of a single intermediate and are consistent with the participation of parallel pathways. The reaction of (Z)-hepta-1,2,4-trien-6-yne in cyclopentadiene gave an inseparable mixture of two tetracyclic products whose structures were elucidated with 2-D NMR.
Rearrangement of allylic and propargylic alcohols catalyzed by the combined use of tetrabutylammonium perrhenate(VII) and p-toluenesulfonic acid
Narasaka,Kusama,Hayashi
, p. 2059 - 2068 (2007/10/02)
Allylic rearrangement and/or dehydration reaction of allylic alcohols proceeds smoothly by the use of catalytic amounts of tetrabutylammonium perrhenate and p-toluenesulfonic acid hydrate. Treatment of propargylic alcohols with the catalysts at room temperature affords the rearranged products, α,β-unsaturated carbonyl compounds, while β,γ-unsaturated ketones are obtained as main products by the reaction in refluxing 1,2-dichloroethane. The application of this catalytic system is also described for the preparation of some synthetic intermediates.
Studies on the thermal generation and reactivity of a class of (σ,π)-1,4-biradicals
Myers, Andrew G.,Dragovich, Peter S.,Kuo, Elaine Y.
, p. 9369 - 9386 (2007/10/02)
(Z)-1,2,4-Heptatrien-6-yne and compounds that contain the (Z)-allene-ene-yne functional group or that form it in a serial reaction sequence were prepared and shown to undergo a mild thermal reaction to form aromatic products. All observations suggest that
Rearrangement of Allylic and Propargylic Alcohols Catalyzed by the Combined Use of Tetrabutylammonium Perrhenate(VII) and p-Toluenesulfonic Acid
Narasaka, Koichi,Kusama, Hiroyuki,Hayashi, Yujiro
, p. 1413 - 1416 (2007/10/02)
Allylic rearrangement and/or dehydration of allylic alcohols proceed by the use of a catalytic amount of tetrabutylammonium perrhenate and p-toluenesulfonic acid.Treatment of propargylic alcohols with the above reagents affords the rearranged products, α,β-unsaturated carbonyl compounds.
