1286202-68-3Relevant academic research and scientific papers
Regiodivergent cyclobutanone cleavage: Switching selectivity with different Lewis acids
Souillart, Laetitia,Cramer, Nicolai
supporting information, p. 1863 - 1867 (2015/01/30)
The exploitation of strain release in small rings as driving force to enable complex transformations is a powerful synthetic tool. Among them, cyclobutanones are particularly versatile substrates that can be elaborated in a wide variety of structurally diverse building blocks. Herein, Lewis acid catalyzed rearrangement reactions are presented that provide selective access to two structurally distinct polycyclic scaffolds, that is, indenylacetic acid derivatives and benzoxabicyclo[3.2.1]octan-3-ones. The choice of the Lewis acid fully controls the reaction pathway and the regioselectivity of the cyclobutanone C-C bond cleavage site.
Gold-catalyzed stereocontrolled oxacyclization/[4+2]-cycloaddition cascade of ketone-allene substrates
Teng, Tse-Min,Liu, Rai-Shung
supporting information; experimental part, p. 9298 - 9300 (2010/11/03)
We report the first success on the Au-catalyzed tandem oxacyclization/[4+2] -cycloaddition cascade using ketone-allene substrates to give highly substituted oxacyclics with excellent stereocontrol. In contrast to oxo-alkyne substrates, the resulting cycloadducts are isolable and efficiently produced from a reasonable scope of enol ethers.
