1069130-26-2Relevant academic research and scientific papers
Stereoselective Traceless Borylation–Allenation of Propargylic Epoxides: Dual Role of the Copper Catalyst
Jarava-Barrera, Carlos,Parra, Alejandro,Amenós, Laura,Arroyo, Ana,Tortosa, Mariola
supporting information, p. 17478 - 17481 (2017/11/30)
Chiral α-allenols are prepared with high diastereocontrol through an unprecedented and spontaneous β-oxygen elimination of an α-epoxy vinyl boronate. Stochiometric experiments and DFT calculations support a dual role of the copper catalyst, which orchestrates the hydroboration and the syn-elimination step.
An alternative reaction outcome in the gold-catalyzed rearrangement of 1-alkynyloxiranes
Gonzalez, Maria J.,Gonzalez, Jesus,Vicente, Ruben
, p. 6140 - 6143,4 (2020/09/16)
The gold(III)-catalyzed rearrangement of tetrasubstituted 1-alkynyloxiranes is described. This transformation led to a different reaction outcome with respect to related substrates previously studied. Thus, tertiary α-alkynylketones or alkynols can be selectively obtained. Moreover, gold(III) proved capable to catalyze the rearrangement of simple epoxides. These results indicate that gold(III) complexes act as oxophilic Lewis acids rather than π-acids in these transformations.
Dual role of alkynyl halides in one-step synthesis of alkynyl epoxides
Trofimov, Alexander,Chernyak, Natalia,Gevorgyan, Vladimir
supporting information; experimental part, p. 13538 - 13539 (2009/02/06)
It was demonstrated that alkynyl halides could serve as a source of Br+ and acetylide ions in the same transformation. This allowed for the efficient one-step preparation of alkynyl epoxides, important organic building blocks, from readily available starting materials. Copyright
