1192674-28-4Relevant articles and documents
Copper-catalyzed hydroalkylation of terminal alkynes
Uehling, Mycah R.,Suess, Alison M.,Lalic, Gojko
, p. 1424 - 1427 (2015)
We have developed a copper-catalyzed hydroalkylation of terminal alkynes using alkyl triflates as coupling partners and (Me2HSi)2O as a hydride donor. The hydroalkylation proceeds with excellent anti-Markovnikov regioselectivity and provides exclusively (E)-alkenes. We have demonstrated that both alkyl- and aryl-substituted alkynes can be used as substrates, together with 1° alkyl and benzylic triflates. Finally, the transformation can be accomplished in the presence of a wide range of functional groups. Overall, the new hydroalkylation reaction allows highly efficient and diastereospecific synthesis of (E)-alkenes from readily available terminal alkynes and alkyl triflates. On the basis of a preliminary mechanistic study, we propose that the hydroalkylation reaction involves copper hydride formation, hydrocupration of an alkyne, and alkylation of an alkenyl copper intermediate.
An olefination via ruthenium-catalyzed decarbonylative addition of aldehydes to terminal alkynes
Guo, Xiangyu,Wang, Jun,Li, Chao-Jun
supporting information; scheme or table, p. 15092 - 15093 (2010/01/15)
(Chemical Equation Presented) A ruthenium-catalyzed olefination via decarbonylative addition of aldehydes and alkynes has been developed. A strong electronic effect and high chemoselectivity between aromatic and aliphatic aldehydes were observed in this r
