1218988-75-0Relevant academic research and scientific papers
Asymmetric Conjugate Addition of α-Cyanoketones to Enones Using Diaminomethylenemalononitrile Organocatalyst
Nakashima, Kosuke,Noda, Yuta,Hirashima, Shin-Ichi,Koseki, Yuji,Miura, Tsuyoshi
, p. 2402 - 2408 (2018/02/23)
A diaminomethylenemalononitrile organocatalyst efficiently catalyzed the asymmetric conjugate addition of α-cyanoketones to vinyl ketones to give the corresponding 1,5-dicarbonyl compounds, which bear an all-carbon quaternary stereogenic center with high enantioselectivities. This report is the first example of the asymmetric conjugate addition of α-cyanoketones to vinyl ketones using an organocatalyst.
Catalytic asymmetric conjugate addition of α-cyanoketones for the construction of a quaternary stereogenic center
Kawato, Yuji,Takahashi, Noriko,Kumagai, Naoya,Shibasaki, Masakatsu
supporting information; experimental part, p. 1484 - 1487 (2010/06/21)
(Figure Presented) The catalytic asymmetric conjugate addition of a-cyanoketone pronucleophiles to vinyl ketones promoted by a Y/1 catalyst is described. High enantioselectivity was observed for a range of aromatic vinyl ketones, providing 1,5-dicarbonyl compounds bearing an all-carbon quaternary stereogenic center. The product was successfully converted to a spiro-piperidine entity and a bicyclo[3.3.0]octane framework through either the reduction of nitrile or intramolecular pinacol coupling.
