Enantioselective Synthesis of <i>N</i>-Cyclopentenyl Sulfoximines via the Catalytic Asymmetric Aza-Piancatelli Reaction

Using sulfoximine as the amine source, a catalytic enantioselective aza-Piancatelli rearrangement of furylcarbinols was developed under chiral Brønsted acid (CBA) catalysis. This method enables the diastereo- and enantioselective synthesis of diverse <i>N</i>-alkyl α-chiral sulfoximines in high yields under mild conditions. Selected derivatizations of the resulting products were conducted to showcase their chemical modifiability.

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Publication Details

Journal
Organic Letters
Published
2025-09-02
DOI
https://doi.org/10.1021/acs.orglett.5c03134
Citations
1
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
0.94
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Enantioselective Synthesis of N-Cyclopentenyl Sulfoximines via the Catalytic Asymmetric Aza-Piancatelli Reaction

Yunfei Cai, Yurong Tang, Pengfei Zhou, Tao Hong et al.
1 citations
Organic Letters
Synthesis and Catalytic Reactions
0.94
article

Enantioselective Synthesis of N-Cyclopentenyl Sulfoximines via the Catalytic Asymmetric Aza-Piancatelli Reaction

Yunfei Cai, Yurong Tang, Pengfei Zhou, Tao Hong, Mingyao Wu
article en
1 citations

Abstract

Using sulfoximine as the amine source, a catalytic enantioselective aza-Piancatelli rearrangement of furylcarbinols was developed under chiral Brønsted acid (CBA) catalysis. This method enables the diastereo- and enantioselective synthesis of diverse <i>N</i>-alkyl α-chiral sulfoximines in high yields under mild conditions. Selected derivatizations of the resulting products were conducted to showcase their chemical modifiability.

Organic LettersVol. 27(36)
Chongqing University (CN), Chongqing Medical University (CN)
Openalex Percentile: Top 22%
Synthesis and Catalytic Reactions
0.94
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