89414-55-1Relevant academic research and scientific papers
Enantioselective allylation of selected ortho-substituted benzaldehydes: A comparative study
Hessler, Filip,Betk, Robert,Kadlkov, Aneta,Belle, Roman,Kotora, Martin
, p. 7245 - 7252 (2015/01/09)
We report a systematic study of the allylation of ortho-substituted benzaldehydes under catalysis of a Lewis base (N, Ndioxide), a Lewis acid (Keck allylation), and a Bronsted acid. ortho-Halobenzaldehydes were used as the aldehydic substrates, and specia
Cycloisomerization of aromatic homo and bis-homopropargylic alcohols via catalytic ru vinylidenes: Formation of benzofurans and isochromenes
Varela-Fernandez, Alejandro,Gonzalez-Rodriguez, Carlos,Varela, Jesus A.,Castedo, Luis,Saa, Carlos
supporting information; experimental part, p. 5350 - 5353 (2009/12/30)
Ru-catalyzed cycloisomerizations of aromatic homo- and bis-homopropargylic alcohols effectively afford benzofurans and isochromenes. These processes proved to be chemo- and regioselective (5-, and 6-endo cyclizations) derived from key Ru vinylidene intermediates. The presence of an amine/ammonium base-acid pair is crucial for the catalytic cycle.
An unusual access to medium sized cycloalkynes by a new goId(I)-catalysed cycloisomerisation of diynes
Odabachian, Yann,Le Goff, Xavier F.,Gagosz, Fabien
supporting information; scheme or table, p. 8966 - 8970 (2010/04/25)
A study was conducted to demonstrate efficient cycloisomerization of a series of 1,9- and 1,10-diynes into medium sized cycloalkynes by a gold-catalyzed alkyne-alkyne coupling. The reaction was performed using 4 mol% of gold complex in CD2Cl2 at room temperature and was monitored by using 1H NMR spectroscopy. The reaction of analogous diyne substrate was more rapid and a complete conversion was observed after 40 hours at room temperature. The cycloalkyne was isolated as a solid in 95% yield from which single crystals suitable for X-ray crystal structure determination was obtained. A rapid screening of catalysts and experimental conditions was undertaken to optimize the formation of cycloalkyne. A mechanistic proposal was also introduced for the cycloisomerization of diynes into cycloalkynes on the basis of the experimental observations.
