Exploring Aldol Reactions on DNA and Applications to Produce Diverse Structures: An Example of Expanding Chemical Space of DNA‐Encoded Compounds by Diversity‐Oriented Synthesis

Rongfeng Wu; Sen Gao; Tian Du; Kunliang Cai; Xuemin Cheng; Jing Fan; Jing Feng; Alex Shaginian; Jin Li; Jinqiao Wan; Guansai Liu
Chem. Asian J., 2020, 15(23), 4033-4037
https://doi.org/10.1002/asia.202001105

Abstract

A DNA‐encoded chemical library (DECL) is built with combinatorial chemistry, which works by bringing chemical fragments together to generate diverse structures. However, chemical diversity of DNA‐encoded chemical libraries is often limited by DNA compatible synthetic reactions. This report shows a conceptual strategy to expand chemical space of DNA‐encoded chemical libraries by incorporation of diversity‐oriented synthesis in DECL synthesis. We developed Aldol reactions on DNA in a combinatorial way. After obtaining DNA‐tagged α , β ‐unsaturated ketones which represent important chemical intermediates, many distinct structures with skeletal diversities are achieved by diversity‐oriented synthesis.

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