Effiziente regio‐ und enantioselektive Mannich‐Reaktionen
- 3 May 1996
- journal article
- zuschrift
- Published by Wiley in Angewandte Chemie
- Vol. 108 (9), 1059-1062
- https://doi.org/10.1002/ange.19961080910
Abstract
Über die leicht zugänglichen Silylketone (S)‐1 gelingen die ersten praktikablen asymmetrischen Mannich‐Reaktionen zur regio‐ und hochenantioselektiven α‐Aminomethylierung von Ketonen. Die synthetisch und pharmazeutisch wertvollen Mannich‐Basen (R)‐2 werden in ausgezeichneten Ausbeuten und hohen Enantiomerenüberschüssen erhalten. tHex = 1,1,2‐Trimethylpropyl. magnified imageThis publication has 70 references indexed in Scilit:
- High diastereofacial selectivity in asymmetric Mannich reaction of acyldithiane oxide enolatesThe Journal of Organic Chemistry, 1993
- Regio‐, Diastereo‐, and Enantioselective Synthesis of vic‐Diols via α‐Silyl Ketones According to the SAMP/RAMP Hydrazone MethodEuropean Journal of Inorganic Chemistry, 1991
- Asymmetric Electrophilic α‐Amidoalkylation, VII1): Generation, Crystal Structure, and Trapping Reactions of a Chiral 6,7‐Dimethoxy‐1,2,3,4‐tetrahydroisoquinoline Derived N‐Acyliminium IonArchiv der Pharmazie, 1990
- Carbohydrates as Chiral Templates: Stereoselective Synthesis of β‐Amino AcidsAngewandte Chemie International Edition in English, 1989
- Enantioselective Synthesis of α‐Trialkylsilyl Ketones and AldehydesAngewandte Chemie International Edition in English, 1987
- Stereoselective Aldol Reactions with α‐Unsubstituted Chiral EnolatesAngewandte Chemie International Edition in English, 1987
- New applications of the Mannich reaction. Use of dimethyl(methylene)ammonium trifluoroacetate for regiospecific carbanion quenching. A new route to .alpha.-methylene-.gamma.-butyrolactoneJournal of the American Chemical Society, 1977
- Method for the regiospecific synthesis of Mannich bases. Reaction of enol borinates with dimethyl(methylene)ammonium iodideJournal of the American Chemical Society, 1973
- Über α‐halogenierte Amine, XI. Über Dialkylaminomethyl‐thioäther und ihre Spaltung durch Jod oder BromEuropean Journal of Inorganic Chemistry, 1963
- THE MECHANISM OF HYDROLYSIS OF DIALKYLAMINOMETHYL ETHERSJournal of the American Chemical Society, 1932