1361056-30-5Relevant articles and documents
Regiospecific Hydration of N-(Diphenylphosphinoyl)propargyl Amines: Synthesis of β-Amino Ketones by Au(III) Catalysis
Ying, Jun,Pu, Lin
, p. 8135 - 8141 (2016)
A Au(III)-catalyzed regiospecific hydration of N-(diphenylphosphinoyl)propargyl amines has been developed to produce various β-amino ketones. These reactions are conducted in the presence of NaAuCl4·2H2O (10 mol %) in a mixed solvent of EtOH/H2O/CH2Cl2 (4:1:1) at room temperature to give the products in 45-71% yield. The high enantiomeric purity of a chiral N-(diphenylphosphinoyl)propargyl amine (85% ee) is maintained after hydration, which makes this method useful for the asymmetric synthesis of chiral β-amino ketones. Reduction of a β-amino ketone product with Zn(BH4)2 gives a 1,3-amino alcohol with modest diastereoselectivity.
Catalytic Asymmetric Addition of Alkyl and Aryl Alkynes to N-(Diphenylphosphinoyl)imines
Ying, Jun,Wu, Xue-Dan,Wang, Danny,Pu, Lin
supporting information, p. 8900 - 8905 (2016/10/14)
A 3,3′-di(1-diphenylmethylpiperazinyl)methyl H8BINOL compound, (S)-11, was prepared from the Mannich-type reaction of (S)-H8BINOL with paraformaldehyde and 1-(diphenylmethyl)piperazine. This compound can catalyze the asymmetric react
Enantioselective addition of terminal alkynes to N-(diphenylphosphinoyl) imines catalyzed by Zn-BINOL complexes
Blay, Gonzalo,Ceballos, Eric,Monleón, Alicia,Pedro, José R.
experimental part, p. 2128 - 2134 (2012/03/26)
Chiral nonracemic N-(diphenylphosphinoyl)-protected propargylic amines have been prepared by addition of terminal alkynes to N-(diphenylphosphinoyl) aldimines in the presence of dimethylzinc and 3,3′-dibromo-BINOL as catalyst. The reaction works with a va