14366-97-3Relevant academic research and scientific papers
Highly diastereo- and enantioselective copper-catalyzed domino reduction/aldol reaction of ketones with methyl acrylate
Deschamp, Julia,Chuzel, Olivier,Hannedouche, Jerome,Riant, Olivier
, p. 1292 - 1297 (2007/10/03)
(Chemical Equation Presented) A good choice: A new catalytic method was found for the construction of stereogenic quaternary carbon centers through a copper-catalyzed domino conjugated reduction/aldol reaction of methyl acrylate with various alkyl aryl ke
Catalytic enantioselective allylboration of ketones
Wada, Reiko,Oisaki, Kounosuke,Kanai, Motomu,Shibasaki, Masakatsu
, p. 8910 - 8911 (2007/10/03)
The first example of catalytic enantioselective allylboration and crotylboration of simple ketones is described. High enantioselectivity (up to 93% ee) was obtained using 3 mol % CuF-iPr-DuPHOS as a chiral catalyst and 4.5 mol % La(Oi/sup
Internal Lewis acid coordination as a powerful tool to promote highly stereoselective alkylation of α-alkyl-β-hydroxy ketones with Grignard reagents
Bartoli, Giuseppe,Bellucci, M. Cristina,Bosco, Marcella,Marcantoni, Enrico,Sambri, Letizia
, p. 2154 - 2161 (2007/10/03)
An efficient and highly diastereoselective protocol is described for the alkylation of β-hydroxy ketones that contain an α-stereocenter. This method is based on the preliminary transformation of the β-hydroxy group into a titanium alcoholate by means of t
1,2 Asymmetric induction in the TiCl4 mediated alkylation of α-methyl-β-silyloxy ketones with Grignard reagents
Bartoli, Giuseppe,Bosco, Marcella,Sambri, Letizia,Marcantoni, Enrico
, p. 3785 - 3788 (2007/10/03)
Transmetallation of an α-methyl-β-silyloxy ketone with TiCl4 in toluene affords a cyclic chelation complex which undergoes highly stereoselective alkylation from Grignard reagents at the less hindered side.
Stereoselective Addition of Organoaluminium or Organomanganese Reagents to α-Formyl Amides or α-Methyl-Substituted β-Keto Amides
Taniguchi, Masahiko,Fujii, Hideaki,Oshima, Koichiro,Utimoto, Kiitiro
, p. 2514 - 2521 (2007/10/02)
Treatment of α-formyl amides with RAlCl2 or PhAlCl2 provided threo-α-alkyl-substituted β-hydroxy amides under high stereocontrol.The method was successfully applied to the selective addition of alkyl group to α-methyl-substituted β-keto amides or esters.Treatment of α-methyl-β-keto amides or α-methyl-β-keto esters with trialkylaluminium or alkylmanganese halide afforded the corresponding erythro (or threo) α-methyl-substituted β-hydroxy amides or α-methyl-substituted β-hydroxy esters with high stereoselectivity.
Stereoselective Addition of Organoaluminium or Organomanganese Reagents to 2-Methyl-3-oxo Amides (or Esters) Providing erythro or threo 2-Methyl-3-hydroxy Amides (or Esters)
Taniguchi, Masahiko,Fujii, Hideaki,Oshima, Koichiro,Utimoto, Kiitiro
, p. 4353 - 4356 (2007/10/02)
Treatment of 2-methyl-3-oxo amides or 2-methyl-3-oxo esters with trialkylaluminium or alkylmanganese halide provided the corresponding erythro (or threo) 3-hydroxy-2-methyl amides or 3-hydroxy-2-methyl esters with high stereoselectivity.
Addition of E- and Z-Pentenylboronates to Ketones
Hoffmann, Reinhard W.,Sander, Thomas
, p. 145 - 152 (2007/10/02)
The isomerically pure Z- and E-pentenylboronates 2 and 3 were added to ketones under 4 to 8 kbar pressure resulting in the homoallyl alcohols 10 - 13 with different diastereoselectivities.These reactions were considered as models for the addition of other Z- and E-pentenylmetal compounds to ketones.The diastereoselectivities obtained tn the addition of configurationally undefined pentenyl Grignard (4) and titanium reagents (5,6) is discussed against this background.
Induction asymetrique. V. Determination des configurations relatives de γ-amino β-hydroxyesters diastereoisomeres, obtenus par la reaction de Reformatsky
Lucas, Marc,Guette, Jean-Paul
, p. 701 - 720 (2007/10/02)
Addition of various Reformatsky reagents (R1-CHZnBr-CO2CH3) to three aromatic α-aminocetones yields mixtures of threo and erythro diastereomeric γ-amino β-hydroxyesters.The relative configurations of the first terms of eac
