56844-77-0Relevant academic research and scientific papers
Diasteroselektive Addition von n-Butyllithium an 2-Phenylpropanal - Loesungsmittel- und Temperatureinfluesse: eine neue Beurteilung
Cainelli, Gianfranco,Giacomini, Daria,Galletti, Paola,Marini, Andrea
, p. 3016 - 3019 (2007/10/03)
Keywords: Aldehyde; Asymmetrische Reaktionen; Inversionstemperatur; Lithiumverbindungen; Solvenseffekte
Ligand effects on diastereoselective addition of organocerium reagents to aldehydes and cyclic ketones
Greeves, Nicholas,Lyford, Lisa,Elizabeth Pease
, p. 285 - 288 (2007/10/02)
A new class of chiral dialkoxy- and diaryloxyorganocerium reagent has been prepared and the diastereoselectivity of carbonyl addition reactions has been compared with that of conventional organocerium reagents.
Highly Diastereoselective 1,2-Asymmetric Addition of Dialkylzincs to Chiral 2-Phenylpropanal Catalyzed by Amino Alcohol
Soai, Kenso,Niwa, Seiji,Hatanaka, Toshihiro
, p. 2129 - 2130 (2007/10/02)
Diastereoselective addition of dialkylzinc reagents to 2-phenylpropanal using amino alcohol as catalyst afforded erythro alcohols (Cram-selectivity) in high diastereomeric excess (up to 88percent d.e.).
Me3SiCl-ASSISTED 1,2-ADDITION OF ORGANOCUPRATES TO CARBONYL COMPOUNDS
Matsuzawa, Satoshi,Isaka, Masahiko,Nakamura, Eiichi,Kuwajima, Isao
, p. 1975 - 1978 (2007/10/02)
Me3SiCl not only accelerates the 1,2-additions of organocopper reagents to carbonyl compounds, but also enhances the Cram diastereoselectivity of the addition to a chiral aldehyde.
UNEXPECTED AFFECTS OF Me3Si-X ON REACTIONS OF HIGHER ORDER CYANOCUPRATES
Lipshutz, Bruce H.,Ellsworth, Edmund L.,Siahaan, Teruna J.,Shirazi, Ata
, p. 6677 - 6680 (2007/10/02)
The assumed compatibility of Me3SiCl with higher orger cyanocuprates has been studied by both chemical and spectroscopic (1H, 7Li, 29Si NMR) means.Both types of experiments confirm that Me3Si-X significantly alters the composition of both homo (R2Cu(CN)Li
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.
