Automated three-component synthesis of a library of gamma-lactams

Fenster, Erik and Hill, David and Reiser, Oliver and Aube, Jeffrey (2012) Automated three-component synthesis of a library of gamma-lactams. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 8. pp. 1804-1813. ISSN 1860-5397,

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Abstract

A three-component method for the synthesis of gamma-lactams from commercially available maleimides, aldehydes, and amines was adapted to parallel library synthesis. Improvements to the chemistry over previous efforts include the optimization of the method to a one-pot process, the management of by-products and excess reagents, the development of an automated parallel sequence, and the adaption of the method to permit the preparation of enantiomerically enriched products. These efforts culminated in the preparation of a library of 169 gamma-lactams.

Item Type: Article
Uncontrolled Keywords: DIVERSITY-ORIENTED SYNTHESIS; ENANTIOSELECTIVE CONJUGATE ADDITION; INHIBITORS; DISCOVERY; PROTEASE; gamma-lactam; maleimide; organocatalysis; parallel synthesis; reductive amination
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 05 May 2020 11:00
Last Modified: 05 May 2020 11:00
URI: https://pred.uni-regensburg.de/id/eprint/17936

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