138230-56-5Relevant academic research and scientific papers
One-pot highly stereoselective reduction of β-keto amides to syn-γ-aminols
Bartoli, Giuseppe,Bosco, Marcella,Dalpozzo, Renato,Marcantoni, Enrico,Massaccesi, Massimo,Rinaldi, Samuele,Sambri, Letizia
, p. 8811 - 8815 (2007/10/03)
In the presence of titanium tetrachloride, the borane/tetrahydrofuran complex can reduce 2-methyl-3-oxoamides into the corresponding syn-aminols in good yields and high diastereoselectivity. The use of borane/dimethyl sulfide instead of BH3/THF
Stereocontrolled Syntheses of Mannich Bases and γ-Amino Alcohols
Risch, Nikolaus,Esser, Achim
, p. 233 - 238 (2007/10/02)
The reaction of enantiomerically pure SMP enamines 2 with iminium tetrachloroaluminates 3 yields optically active Mannich bases 4.Diastereoselective reduction of 4 gives γ-amino alcohols 5 with the desired configuration. Key Words: Mannich bases / Enamines / Iminium salts / γ-Amino alcohols
SUR LES ORGANOMETALLIQUES ISSUS DE THIOAMIDES. I. REACTIVITE AVEC LES ALDEHYDES ET CETONES; STEREOCHIMIE DE LA CONDENSATION AVEC LA t-BUTYL-4 CYCLOHEXANONE ET LE BENZALDEHYDE
Goasdoue, Claude,Goasdoue, Nicole,Gaudemar, Marcel,Mladenova, Margarita
, p. 279 - 292 (2007/10/02)
Organometallic compounds derived from thioamides RCH2CSN(R3)2 condense normally with aldehydes and saturated ketones.Condensation with 4-t-butylcyclohexanone leads predominantly to equatorial attack by the organometallic compound.These results suggest that the organometallic structure is RCH=C(SM)N(R3)2.The stereoselectivity of the reaction with benzaldehyde depends on R and R3; a mechanism for the formation of β-hydroxythioamides is discussed.
Transformation of Acyclic Ketones into Aldehydes and Ketones with Substituted Side Chains
Tietze, Lutz-F.,Kinast, Guenther
, p. 451 - 460 (2007/10/02)
Aminomethylation of the acyclic ketones 1/2 leads to the aminoketones 3/4 which give, after reduction, quaternisation and ion exchange or previous reaction with a Grignard reagent, the hydroxyammonium compounds 9/10 and 14, respectively.Flash thermolysis of 9/10 yields the aldehydes 7 and of 14 the ketone 15 in which one side-chain of the educt 2b is substituted by the alkyl group of the Grignard reagent.
