Add to ORKGORGANIC CHEMISTRY 16:511 -- 517 (2003) # 2003 Data Trace Publishing Company CCC 1431-9268 O O O O H O Me OH O O OH NH 2 OMe (PMPNH 2 ) O Ar H O OH Ar NHPMP O OH O Me O DMF, rt 100% 93% ee DMSO 97% 96% ee DMSO 92% >95% de; >99% ee (1) (2) (4) O H O H O OH Me H (3) DMF, +4 C 80% C 6 H 6 p-TsOH + + Scheme 1. Some representative proline-catalyzed asymmetric reactions. N R X Y COOH Y X N R COOH O R X YH O R N H - H 2 O + H 2 O XY: C=O, C=N, C=C, N=N Scheme 2. The enamine catalysis cycle. (-amination, vide infra). Subsequent hydrolysis of the resulting iminium ion liberates the product and regenerates the active catalyst. It is important to note that proline must remain either unreactive towards X Y or react with the electrop...
Producción CientíficaProlinamides are valuable organocatalysts for enantioselective transformations ...
The ability of amino acids to form nucleophilic enamines with aldehydes and ketones has been used in...
Even though the use of (S)-proline (1) for the synthesis of the Wieland- Miescher ketone, a transfo...
The first direct catalytic asymmetric α-amination of aldehydes is described herein. α-Unbranched ald...
In recent years there has been a dynamic development of asymmetric synthesis. Groups of researchers,...
Several strategies are available for enantioselective catalysis, including heterogeneous catalysis, ...
During the last eleven years, aminocatalysis, the catalysis of carbonyl transformations via iminium ...
This account focuses on novel amine-catalyzed reactions recently discovered in our laboratories. Amo...
Over the last 20 years asymmetric aminocatalysis has emerged as highly useful and reliable method of...
The intermolecular enamine catalyzed asymmetric ‘formal’ alpha-alkylation of aldehydes is described....
In asymmetric synthesis of organic compounds more effective solutions are being looked for which wil...
Most enzymatic transformations have a synthetic counterpart. Often though, the mechanisms by which n...
During the last six years the asymmetric catalysis of carbonyl transformations via iminium ion and e...
The catalysis by primary and secondary amines of electrophilic substitution reactions in the α-posit...
In recent years, L-proline has been employed as the catalyst for the intra-and intermolecular aldol ...
Producción CientíficaProlinamides are valuable organocatalysts for enantioselective transformations ...
The ability of amino acids to form nucleophilic enamines with aldehydes and ketones has been used in...
Even though the use of (S)-proline (1) for the synthesis of the Wieland- Miescher ketone, a transfo...
The first direct catalytic asymmetric α-amination of aldehydes is described herein. α-Unbranched ald...
In recent years there has been a dynamic development of asymmetric synthesis. Groups of researchers,...
Several strategies are available for enantioselective catalysis, including heterogeneous catalysis, ...
During the last eleven years, aminocatalysis, the catalysis of carbonyl transformations via iminium ...
This account focuses on novel amine-catalyzed reactions recently discovered in our laboratories. Amo...
Over the last 20 years asymmetric aminocatalysis has emerged as highly useful and reliable method of...
The intermolecular enamine catalyzed asymmetric ‘formal’ alpha-alkylation of aldehydes is described....
In asymmetric synthesis of organic compounds more effective solutions are being looked for which wil...
Most enzymatic transformations have a synthetic counterpart. Often though, the mechanisms by which n...
During the last six years the asymmetric catalysis of carbonyl transformations via iminium ion and e...
The catalysis by primary and secondary amines of electrophilic substitution reactions in the α-posit...
In recent years, L-proline has been employed as the catalyst for the intra-and intermolecular aldol ...
Producción CientíficaProlinamides are valuable organocatalysts for enantioselective transformations ...
The ability of amino acids to form nucleophilic enamines with aldehydes and ketones has been used in...
Even though the use of (S)-proline (1) for the synthesis of the Wieland- Miescher ketone, a transfo...