21087-33-2Relevant academic research and scientific papers
Epimerization and kinetic resolution in copper-catalyzed enantioselective 1,4-additions of organozinc reagents to 6-substituted cyclohex-2-enones
Mediavilla Urbaneja, Laura,Alexakis, Alexandre,Krause, Norbert
, p. 7887 - 7890 (2007/10/03)
Enantioselective 1,4-addition reactions of diethyl-, dimethyl-, and di-n-butylzinc to 6-methylcyclohex-2-enone (1) and 6-t-butylcyclohex-2-enone (4), catalyzed by Cu(OTf)2 and phosphoramidites L1-L4 were examined. The additions to enone 1 proce
Diastereo- and enantioselective synthesis of dimethylcyclohexanamines by asymmetric reductive amination
Speckenbach,Bisel,Frahm
, p. 1325 - 1330 (2007/10/03)
A series of optically active dimethylcyclohexanamines 6a-c, e, with ee values ranging from 86- > 99%, have been synthesised by asymmetric reductive amination of the corresponding racemic diastereomeric cyclohexanones 3a-c, e. Their conformation and configuration are also discussed.
Amphiphilic Reactions by Means of Exceptionally Bulky Organoaluminum Reagents. Rational Approach for Obtaining Unusual Equatorial, Anti-Cram, and 1,4 Selectivity in Carbonyl Alkylation
Maruoka, Keiji,Itoh, Takayuki,Sakurai, Minoru,Nonoshita, Katsumasa,Yamamoto, Hisashi
, p. 3588 - 3597 (2007/10/02)
Exceptionally bulky, oxygenophilic organoaluminum reagents, methylaluminum bis(2,6-di-tert-4-alkylphenoxide) (MAD and MAT), have been successfully utilized for stereoselective activation of carbonyl moiety.Combination of MAD or MAT with carbon nucleophiles such as organolithiums or Grignard reagents generates a new amphiphilic reaction system in which the alkylation may be interpreted as the nucleophilic addition of a reactive organometallic compound to an electrophilically activated carbonyl substrate in order to account for the regio- and stereochemical consequences.In contrast to the ordinary alkylations, the amphilic alkylation disclosed herein would be categorized into the new, yet unexplored class of alkylation that exhibits high chemoselectivity to carbonyl compounds, and more significantly it allows excellent equatorial and anti-Cram selectivity in carbonyl alkylations, hitherto difficult by the existing methodologies.Further, unusual conjugate addition of organolithium reagents to α,β-unsaturated carbonyl compounds has been accomplished by using the amphiphilic reaction system.
Functionalization of Saturated Hydrocarbons. Part 4. The Gif System for Selective Oxidation using Molecular Oxygen
Barton, Derek H. R.,Boivin, Jean,Gastiger, Michel,Morzycki, Jacek,Hay-Motherwell, Robyn S.,et al.
, p. 947 - 956 (2007/10/02)
Various systems for the selective oxidation of saturated hydrocarbons have been developed.These are based on the idea of an iron catalyst which is reduced by electron transfer and oxidized by molecular oxygen simultaneously in the presence of a source of protons.Four modifications of this system (the Gif system) have been devised of which the best (Gif IV) consists of an iron catalyst with metallic zinc as the reductant, acetic acid as the proton source and pyridine as the solvent.At room temperature, using oxygen or air, saturated hydrocarbons are oxidized selectively to ketones in isolated yields superior to those reported for comparable model systems.
