56790-89-7Relevant academic research and scientific papers
Iridium-Catalyzed coupling reaction of primary alcohols with 2-alkynes leading to hydroacylation products
Hatanaka, Shintaro,Obora, Yasushi,Ishii, Yasutaka
experimental part, p. 1883 - 1888 (2010/06/20)
A novel iridium-catalyzed intermolecular coupling reaction of primary alcohols or aldehydes with 2-alkynes was successfully achieved with high regioselectivity to give hydroacylation products such as α,β- unsaturated ketones in good yields. The mechanistic investigation of the reaction strongly indicated that the coupling proceeds through the initial formation of homoallylic alcohols followed by dehydrogenation to β,γ-unsatutated ketones and then isomerisation, which leads to the hydroacylation products.
Synthesis of β,γ- and α,β-Unsaturated Ketones Using Allyltitanium Reagents
Reetz, Manfred T.,Wenderoth, Bernd,Urz, Ralf
, p. 348 - 353 (2007/10/02)
Carboxylic acid imidazolides (N-acylimidazoles) (4, 7a-c, 12) react with allyltitanium tris(amides) (3b, c, 10) to form β,γ-unsaturated ketones (5, 8a-c, 11a-d, 13) without carbinol formation or isomerization of the olefinic double bond.Controlled isomerization to α,β-isomers having E-configuration is possible under mild conditions using Al2O3.
Synthesis of (E)-1-Aryl-2-methyl-3-alkyl-2-propen-1-ones via Allylic Sulfoxide-Sulfenate Ester Rearrangements
Goodwin, Thomas E.,Ratcliff, David G.,Crowder, C. Michael,Seitzinger, Newton K.
, p. 815 - 820 (2007/10/02)
A synthon for vinyl anion 2 has been designed as the cornerstone for a versatile synthesis of (E)-1-aryl-2-methyl-3-alkyl-2-propen-1-ones (1).The choice of the allylic sulfoxide-sulfenate ester rearrangement as a synthesis conduit leads to formation of the desired E isomers stereoselectively.Attempted tetrahydropyran ring opening of enone 7c was not successful.
