Enzyme-catalyzed C(sp <sup>3</sup> )–H aminations for the highly enantioselective construction of chiral 2-oxazolidinones

As a rapidly growing field, C(sp<sup>3</sup>)-H functionalization is being used to access a wide range of important molecular targets. The enzymatic activity of C(sp<sup>3</sup>)-H is a powerful synthetic tool to develop valuable building blocks. In this study, engineered myoglobin variants were found to be capable of C(sp<sup>3</sup>)-H activation under mild conditions <i>via</i> mediated nitrene transfer. Using this approach, 2-oxazolidinones and γ-lactams with high enantioselectivity were obtained through intramolecular cyclization using readily available and stable <i>N</i>-acetoxyamides as substrates.

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Publication Details

Journal
RSC Advances
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ra01905b
Primary Topic
Synthesis and Catalytic Reactions
Type
article
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article

Enzyme-catalyzed C(sp 3 )–H aminations for the highly enantioselective construction of chiral 2-oxazolidinones

Guojun Zheng, Hanzi Gao, Miao Li
RSC Advances
Synthesis and Catalytic Reactions
article

Enzyme-catalyzed C(sp 3 )–H aminations for the highly enantioselective construction of chiral 2-oxazolidinones

Guojun Zheng, Hanzi Gao, Miao Li
article en

Abstract

As a rapidly growing field, C(sp<sup>3</sup>)-H functionalization is being used to access a wide range of important molecular targets. The enzymatic activity of C(sp<sup>3</sup>)-H is a powerful synthetic tool to develop valuable building blocks. In this study, engineered myoglobin variants were found to be capable of C(sp<sup>3</sup>)-H activation under mild conditions <i>via</i> mediated nitrene transfer. Using this approach, 2-oxazolidinones and γ-lactams with high enantioselectivity were obtained through intramolecular cyclization using readily available and stable <i>N</i>-acetoxyamides as substrates.

RSC AdvancesVol. 15(25)
Beijing University of Chemical Technology (CN)
Openalex Percentile: Top 90%
Synthesis and Catalytic Reactions
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