117482-16-3Relevant academic research and scientific papers
Tandem Anionic oxy-Cope Rearrangement/Oxygenation Reactions as a Versatile Method for Approaching Diverse Scaffolds
?imek, Michal,Bártová, Kate?ina,Císa?ová, Ivana,Jahn, Ullrich,Pohl, Radek
supporting information, p. 6160 - 6165 (2020/03/03)
Tandem anionic oxy-Cope rearrangement/radical oxygenation reactions provide δ,?-unsaturated α-(aminoxy) carbonyl compounds, which serve as convenient precursors to diverse compound classes. Functionalized carbocycles are accessible by very rare all-carbon 5-endo-trig cyclizations, but also common 5-exo-trig radical cyclizations, based on the persistent radical effect. The tandem reactions can be further extended by highly diastereoselective allylation or reduction steps to give complex scaffolds.
α-Branched Ketone Dienolates: Base-Catalysed Generation and Regio- and Enantioselective Addition Reactions
Urruzuno, I?aki,Mugica, Odei,Zanella, Giovanna,Vera, Silvia,Gómez-Bengoa, Enrique,Oiarbide, Mikel,Palomo, Claudio
supporting information, p. 9701 - 9709 (2019/07/12)
In this study, the unique capacity of bifunctional Br?nsted bases to generate α-branched ketone dienolates and control both site- and stereoselectivity of their addition reactions to representative classes of carbon electrophiles (i.e., vinyl sulfones, nitroolefins, formaldehyde) is documented. We demonstrate that by using selected chiral tertiary amine/squaramide catalysts, the reactions of β,γ-unsaturated cycloalkanones proceed through the dienolate Cα almost exclusively and provide all-carbon quaternary cyclic ketone adducts in good yields with very high enantioselectivities. A minor amount (5 %) of γ-addition is observed when nitroolefins are used as electrophiles. The parent acyclic ketone dienolates proved to be less reactive under these conditions, and thus still constitute a challenging class of substrates. Quantum chemical calculations correctly predict these differences in reactivity and explain the observed site-specificity and enantioselectivity.
Cobalt-Catalyzed Cyclocarbonylation of Acetylenes under Water Gas Shift Conditions. Selective Synthesis of Indan-1-ones
Doyama, Kazuo,Fujiwara, Keisuke,Joh, Takashi,Maeshima, Kazuo,Takahashi, Shigetoshi
, p. 901 - 904 (2007/10/02)
Carbonylation of phenylacetylene derivatives by a cobalt catalyst under water gas shift conditions affords indan-1-ones in satisfactory yields.
