84670-93-9Relevant articles and documents
One-pot, regioselective synthesis of homopropargyl alcohols using pro-pargyl bromide and carbonyl compound by the mg-mediated reaction under solvent-free conditions
Devaramani, Samrat,Li, Shunxi,Ma, Xiaofang,Xu, Daqian,Zhao, Guohu
supporting information, p. 438 - 442 (2020/04/21)
The elimination of volatile organic solvents in organic synthesis is the most important goal in “Green” chemistry. We report a simple, efficient and facile method for the addition of progargyl bromide to carbonyl compounds using Mg metal as a mediator under solvent-free conditions which could regioselectively generate homopropargyl alcohols efficiently in good to excellent yields. The procedure has advantages such as short reaction time, operationally simple, excellent product yields, high regioselectivity and organic solvent-free.
Copper-catalyst-controlled site-selective allenylation of ketones and aldehydes with propargyl boronates
Fandrick, Keith R.,Ogikubo, Junichi,Fandrick, Daniel R.,Patel, Nitinchandra D.,Saha, Jaideep,Lee, Heewon,Ma, Shengli,Grinberg, Nelu,Busacca, Carl A.,Senanayake, Chris H.
supporting information, p. 1214 - 1217 (2013/05/09)
A practical and highly site-selective copper-PhBPE-catalyst-controlled allenylation with propargyl boronates has been developed. The methodology has shown to be tolerant of diverse ketones and aldehydes providing the allenyl adducts in high selectivity. T
Zinc catalyzed and mediated propargylations with propargyl boronates
Fandrick, Daniel R.,Fandrick, Keith R.,Reeves, Jonathan T.,Tan, Zhulin,Johnson, Courtney S.,Lee, Heewon,Song, Jinhua J.,Yee, Nathan K.,Senanayake, Chris H.
supporting information; experimental part, p. 88 - 91 (2010/03/03)
Chemical Equation Presented The utility of allenyl and propargyl boronates for the propargylation of aldehydes and ketones mediated by zinc is presented. The reaction is catalytic in zinc with allenyl or propargyl borolanes. The propargylation with crystalline and air-stable propargyl diethanolamine boronates was also achieved. A catalytic cycle is proposed, and preliminary mechanistic studies are discussed.