DNA-Compatible Synthesis of α-Aminophosphonate Scaffolds via Kabachnik–Fields Reaction

In this study, we report a DNA-compatible synthetic approach for the construction of α-aminophosphonate derivatives─phosphorus-containing bioisosteres of α-amino acids─via the Kabachnik-Fields reaction. This multicomponent transformation proceeds under mild conditions, demonstrates a broad substrate scope, and exhibits excellent compatibility with subsequent enzymatic ligation. Its successful application to a mock library synthesis further underscores the potential of this method as a valuable addition to the toolbox of DEL-compatible chemistry.

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Publication Details

Journal
Organic Letters
Published
2025-11-21
DOI
https://doi.org/10.1021/acs.orglett.5c04477
Citations
2
Primary Topic
Organophosphorus compounds synthesis
Type
article
Field-Weighted Citation Impact
1.87
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DNA-Compatible Synthesis of α-Aminophosphonate Scaffolds via Kabachnik–Fields Reaction

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2 citations
Organic Letters
Organophosphorus compounds synthesis
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article

DNA-Compatible Synthesis of α-Aminophosphonate Scaffolds via Kabachnik–Fields Reaction

Hyewon Seo, In Young Choi, Gil Tae Hwang, Minsoo Song, Jihoon Lee, Ki Tae Kim
article en
2 citations

Abstract

In this study, we report a DNA-compatible synthetic approach for the construction of α-aminophosphonate derivatives─phosphorus-containing bioisosteres of α-amino acids─via the Kabachnik-Fields reaction. This multicomponent transformation proceeds under mild conditions, demonstrates a broad substrate scope, and exhibits excellent compatibility with subsequent enzymatic ligation. Its successful application to a mock library synthesis further underscores the potential of this method as a valuable addition to the toolbox of DEL-compatible chemistry.

Organic LettersVol. 27(48)
Chungbuk National University (KR), Kyungpook National University (KR), Korea Basic Science Institute (KR), International Drug Development (FR), Daegu-Gyeongbuk Medical Innovation Foundation (KR)
Openalex Percentile: Top 13%
Organophosphorus compounds synthesis
1.87
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