28495-06-9Relevant articles and documents
Highly substituted enynes via a palladium-catalyzed tandem three carbon-carbon bonds forming reaction procedure from benzyl halides and alkynyl tributyltin reagents
Pottier, Laurent Romain,Peyrat, Jean-Fran?ois,Alami, Mouad,Brion, Jean-Daniel
, p. 4035 - 4038 (2004)
The first report of the palladium-catalyzed cross coupling reaction of benzyl halides with alkynyl tributyltin reagents is described. This unprecedented coupling, which involves in a single reaction a tandem Stille-carbopalladation-Stille sequence allows the formation of three carbon-carbon bonds chemo-, regio- and stereoselectively and provides an efficient synthesis of highly substituted enynes.
Copper(i) iodide catalyzed synthesis of primary propargylic alcohols from terminal alkyne
Kundu, Shrishnu Kumar,Mitra, Kanchan,Majee, Adinath
, p. 13220 - 13223 (2015/02/19)
A highly efficient and practical method for the synthesis of primary propargylic alcohols has been developed using CuI as catalyst and paraformaldehyde as the formaldehyde source. The reaction was performed under mild reaction conditions offering the desired products in good to excellent yields with a variety of terminal alkynes.
Carbon–carbon bond formation via benzoyl umpolung attained by photoinduced electron-transfer with benzimidazolines
Igarashi, Tomohito,Tayama, Eiji,Iwamoto, Hajime,Hasegawa, Eietsu
supporting information, p. 6874 - 6877 (2019/04/10)
A photoreaction between benzoyl compounds, such as benzoylformate derivatives, and 2-(p-anisyl)-1,3-dimethylbenzimidazoline in the presence of allyl bromide was found to give various allylated alcohols. In the reaction of benzoylformates, α-hydroxy ester enolates, for which the negative charge occurs on the carbonyl carbon of benzoyl (umpolung reactivity), are proposed to be generated as intermediates by electron-transfer from benzimidazolines to the photoexcited benzoylformates; these species react with allyl bromide to produce α-allyl-α-hydroxy esters.
