Proline derivatives as organocatalysts for the aldol reaction in conventional and non-conventional reaction media
نویسندگان
چکیده
منابع مشابه
Zn-proline catalyzed direct aldol reaction in aqueous media.
Zn complexes of proline, lysine and arginine are efficient catalysts for the aldol addition of p-nitrobenzaldehyde and acetone in aqueous medium, giving quantitative yields and enantiomeric excesses up to 56% with 5 mol% of the catalysts at room temperature.
متن کاملProline-modified DNA as catalyst of the aldol reaction.
DNA templated synthesis has emerged as a powerful tool to steer reactivity by modulating nature s approach to increase the effective molarity of the reactants. By making recourse to the inherently selective duplex formation properties of cognate DNA strands, small molecule reactants are brought to close proximity increasing the effective molarity and thereby significantly accelerating chemical ...
متن کاملKinetics versus thermodynamics in the proline catalyzed aldol reaction
In this paper the equilibrium properties of the proline catalyzed aldol reaction was studied. The use of wellestablished methodologies, like reaction progress kinetic analysis and linear free energy relationship analysis, led to the quantification of the reaction reversibility and to its correlation with the substrate electronic activation. Due to these experimental observations, common computa...
متن کاملUnexpected syn hydride migration in the non-aldol aldol reaction.
[structure: see text] Non-aldol aldol rearrangement of the epoxy silyl ether 13b afforded the expected anti methyl ketone 14, while the diastereomeric epoxy silyl ether 13a afforded the syn methyl ketone 8b via an unprecedented syn hydride migration. Calculations suggest that this unusual reaction proceeds via the carbocation, which cannot easily rotate due to steric hindrance.
متن کاملNew mechanistic studies on the proline-catalyzed aldol reaction.
The mechanism of the proline-catalyzed aldol reaction has stimulated considerable debate, and despite limited experimental data, at least five different mechanisms have been proposed. Complementary to recent theoretical studies we have initiated an experimental program with the goal of clarifying some of the basic mechanistic questions concerning the proline-catalyzed aldol reaction. Here we su...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Green Processing and Synthesis
سال: 2013
ISSN: 2191-9550,2191-9542
DOI: 10.1515/gps-2012-0086