Thiocyanate: a visible-light-driven traceless auxiliary for stereoselective cyclopropyl ketone construction

An operationally simple method for the diastereoselective construction of cyclopropyl ketones from alkenes is described in this study. The pseudohalide -SCN is used as a traceless auxiliary to address the elimination problem posed by halide intermediates, leading to the successful incorporation of single-electron-withdrawing-group-substituted radical progenitors in the cyclopropanation manifold.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc01495f
Citations
1
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.94
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article

Thiocyanate: a visible-light-driven traceless auxiliary for stereoselective cyclopropyl ketone construction

Shyamal Pramanik, Soumitra Maity, Subhashis Mondal
1 citations
Chemical Communications
Sulfur-Based Synthesis Techniques
0.94
article

Thiocyanate: a visible-light-driven traceless auxiliary for stereoselective cyclopropyl ketone construction

Shyamal Pramanik, Soumitra Maity, Subhashis Mondal
article en
1 citations

Abstract

An operationally simple method for the diastereoselective construction of cyclopropyl ketones from alkenes is described in this study. The pseudohalide -SCN is used as a traceless auxiliary to address the elimination problem posed by halide intermediates, leading to the successful incorporation of single-electron-withdrawing-group-substituted radical progenitors in the cyclopropanation manifold.

Chemical CommunicationsVol. 61(44)
Indian Institute of Technology Dhanbad (IN)
Openalex Percentile: Top 27%
Sulfur-Based Synthesis Techniques
0.94
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