Document Type
Article
Publication Title
Tetrahedron Letters
Abstract
Given the usefulness of atropisomers within both asymmetric catalysis and pharmaceuticals, a thorough computational study of substituted α-(N-2-quinolonyl)ketones has been conducted. This class of tertiary amides is unique, as the amide is embedded within an aromatic construct, and the nitrogen bears an aliphatic substituent. Using a computational approach, 8′-substituted quinolones were identified as potential class 2 and 3 atropisomeric targets with calculated C–N rotational barriers of greater than 20 kcal/mol. These results, along with experimental efforts toward the synthesis of these targets, are reported.
First Page
4834
Last Page
4837
DOI
10.1016/j.tetlet.2016.09.056
Publication Date
1-1-2016
Recommended Citation
Bootsma, Andrea N. and Anderson, Carolyn E., "Computational and experimental evaluation of α-(N-2-quinolonyl)ketones: a new class of nonbiaryl atropisomers" (2016). University Faculty Publications and Creative Works. 202.
https://digitalcommons.calvin.edu/calvin_facultypubs/202