Efficient, Enantioselective Iminium Catalysis with an Immobilized, Recyclable Diarylprolinol Silyl Ether Catalyst

Mager, Ina and Zeitler, Kirsten (2010) Efficient, Enantioselective Iminium Catalysis with an Immobilized, Recyclable Diarylprolinol Silyl Ether Catalyst. ORGANIC LETTERS, 12 (7). pp. 1480-1483. ISSN 1523-7060, 1523-7052

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Abstract

A highly efficient approach for the synthesis, application, and recycling of Immobilized diarylprolinol silyl ethers was developed. The MeOPEG-supported Jorgensen-Hayashi catalyst provides unchanged reactivity and selectivity as compared to the homogeneous catalyst, as demonstrated for the Michael addition of nitromethane to alpha,beta-unsaturated aldehydes via iminium activation. In addition, the immobilization allows for a simple, column-free isolation of pure, sensitive aldehyde products and therefore may be useful for application in more complicated syntheses.

Item Type: Article
Uncontrolled Keywords: ASYMMETRIC MICHAEL ADDITION; RECOVERABLE CATALYSTS; ORGANIC CATALYSTS; SUPPORTED PROLINE; WATER; ALDEHYDES; ORGANOCATALYSIS; FUNCTIONALIZATION; NUCLEOPHILES; DERIVATIVES;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Arbeitskreis Dr. Kirsten Zeitler
Depositing User: Dr. Gernot Deinzer
Date Deposited: 03 Aug 2020 09:40
Last Modified: 03 Aug 2020 09:40
URI: https://pred.uni-regensburg.de/id/eprint/24838

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