428866-15-3Relevant articles and documents
Scandium-bipyridine-catalyzed enantioselective aminolysis of meso-epoxides
Mai, Enzo,Schneider, Christoph
, p. 2729 - 2741 (2008/03/14)
The scandium-bipyridine-catalyzed enantioselective addition of anilines and O-alkyl hydroxylamines to meso-epoxides has been optimized and extended to a broad range of epoxides and amines. Whereas aromatic meso-epoxides generally furnished the corresponding 1.2-amino alcohols in Excellent enantioselectivities, aliphatic meso-epoxides only gave rise to moderate enantioselectivities in the aminolysis. The catalyst loading may be lowered to just 5 mol% with only marginal effects on yield and enantioselectivity. A strong positive nonlinear effect has been observed, pointing to aggregation phenomena of the catalyst.
Preparation of chiral bipyridine bis-N-oxides by oxidative dimerization of chiral pyridine N-oxides
Denmark, Scott E.,Fan, Yu
, p. 687 - 707 (2007/10/03)
The direct preparation of chiral 2,2′-bipyridine bis-N-oxides has been developed. The method involves two stages, first, the deprotonation of substituted chiral pyridine N-oxides and second, the oxidative dimerization of the resulting 2-lithiopyridine N-o
Lewis base catalyzed, enantioselective aldol addition of methyl trichlorosilyl ketene acetal to ketones
Denmark, Scott E.,Fan, Yu,Eastgate, Martin D.
, p. 5235 - 5248 (2007/10/03)
The catalytic enantioselective addition of an acetate enolate equivalent to ketones is described. Methyl trichlorosilyl ketene acetal reacts with a wide range of ketones in the presence of pyridine N-oxide to afford the aldol addition products in excellen
Catalytic, enantioselective aldol additions to ketones
Denmark, Scott E.,Fan, Yu
, p. 4233 - 4235 (2007/10/03)
Catalytic, enantioselective additions of a trichlorosilyl ketene acetal to ketones have been demonstrated. The trichlorosilyl enolate of methyl acetate undergoes a rapid and high-yielding aldol addition to a wide range of ketones (aromatic, olefinic, acet