29372-98-3Relevant articles and documents
Bulky, spherical, and fluorinated anion BArF induces 'on-water' activity of silver salt for the hydration of terminal alkynes
Saha, Sayantani,Sarbajna, Abir,Bera, Jitendra K.
supporting information, p. 1444 - 1447 (2014/03/21)
AgBArF displays remarkable 'on-water' activity for catalytic hydration of terminal alkynes although it is ineffective in common organic solvents. Liquid alkynes do not require additive or co-solvent whereas a small amount of ethyl acetate triggers quantitative conversions for solid alkynes.
Unusual reaction leading to the formation of dienylamides
Gridnev, I. D.,Balenkova, E. S.
, p. 40 - 42 (2007/10/02)
The reaction of the acetyl fluoroborate-acetonitrile complex with cyclohexene leads at the first stage to the protonated β,γ-unsaturated ketone, which is capable of reacting with acetonitrile to form 3-(1-acetylaminoethylidene)cyclohexene.By changing the order of addition of the reagents it is possible to obtain good yields of dienylamides based on cyclohexane and 1-hexene.
Synthesis with Organoboranes; 4. Transformation of Olefins into Homoallylic Alcohols, β,γ- and α,β-Unsaturated Ketones via Allylic Diethylboranes
Zaidlewicz, Marek
, p. 701 - 703 (2007/10/02)
Allylic diethylboranes are obtained from 1-methylcycloalkenes and 2-alkenes, respectively, via metalation with trimethylsilylmethylpotassium (generated in situ from bis(trimethylsilylmethyl)mercury and potassium sand) and subsequent reaction with chlorodiethylborane.The allylic boranes react diastereoselectively with aldehydes to give homoallylic alcohols.The alcohols are oxidized with pyridinium dichromate to β,γ-unsaturated ketones, which in turn are isomerized with aluminum oxide to conjugated ketones.The transformation provides access to 2-methylene-1-acylcycloalkanes, 3-acyl-1-alkenes and 3-acyl-2-alkenes not readily available by Friedel-Crafts acylation of olefins.
