132881-29-9Relevant academic research and scientific papers
Cooperative Palladium/Proline-Catalyzed Direct α-Allylic Alkylation of Ketones with Alkynes
Yang, Chi,Zhang, Kaifan,Wu, Zijun,Yao, Hequan,Lin, Aijun
, p. 5332 - 5335 (2016)
The cooperative palladium/l-proline-catalyzed direct α-allylic alkylation of ketones with alkynes is achieved. This reaction exhibits high atom economy since a leaving group is not liberated and a stoichiometric amount of extra oxidant is not needed. A br
Direct Enantioselective α-Allylation of Unfunctionalized Cyclic Ketones with Alkynes through Pd-Amine Cooperative Catalysis
Lee, Jin Tu Danence,Zhao, Yu
, p. 9520 - 9524 (2018/06/04)
The first direct enantioselective α-allylation of unfunctionalized cyclic ketones using alkynes as an economical choice of reagent is reported. This transformation uses a simple procedure with commercially available palladium, chiral bisphosphine ligand and chiral amine catalysts, and affords valuable ketones with a α-tertiary stereocenter in good to high enantiopurity. In this transformation, a chiral palladium complex containing the (S)-DIFLUORPHOS ligand catalyzes the isomerization of alkynes into an electrophilic allylpalladium species, which is attacked by the enamine generated in situ from the condensation of (R)-prolinol with the ketone substrate.
Stereoselective reactions. 30. Enantioselective alkylation of the lithium enolates of six-membered cyclic ketones using tetradentate chiral amines in the presence of lithium bromide
Murakata, Masatoshi,Yasukata, Tatsuro,Aoki, Takumi,Nakajima, Makoto,Koga, Kenji
, p. 2449 - 2458 (2007/10/03)
An efficient enantioselective alkylation of the lithium enolates of cyclohexanone and 1-tetralone with reactive alkyl halides was realized using a stoichiometric amount of a tetradentate chiral amine as a ligand for the lithium in the presence of lithium bromide in toluene.
Enantioselective Alkylation at the α-Position of Cyclic Ketones using a Chiral Lithium Amide as a Base in the Presence of Lithium Bromide
Murakata, Masatoshi,Nakajima, Makoto,Koga, Kenji
, p. 1657 - 1658 (2007/10/02)
An efficient enantioselective alkylation reaction at the α-position of cyclic ketones (1, 2) can be realized in up to 92percent enantiomeric excess (e.e) by first forming their lithium enolates using a chiral lithium amide 4 in the presence of lithium bromide, followed by treatment with alkyl halides.
