Bioinspired Total Synthesis of (+)-α-Tocopherol

The bioinspired total synthesis of α-tocopherol was achieved using a late-stage organocatalytic halo-cycloetherification reaction to construct the critical 2,2-disubstituted chroman scaffold stereoselectively. The reactivity and stereoselectivity of this reaction were studied under both batch and continuous-flow conditions. This method offers a reliable strategy for synthesizing C2-functionalized chromans, key chiral building blocks for natural product synthesis and pharmaceuticals.

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Publication Details

Journal
Organic Letters
Published
2025-07-24
DOI
https://doi.org/10.1021/acs.orglett.5c02571
Citations
1
Primary Topic
Marine Sponges and Natural Products
Type
article
Field-Weighted Citation Impact
1.23

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article

Bioinspired Total Synthesis of (+)-α-Tocopherol

Fen‐Er Chen, Zhigang Liu, Pei Tang, Jiaxin Cheng et al.
1 citations
Organic Letters
Marine Sponges and Natural Products
1.23
article

Bioinspired Total Synthesis of (+)-α-Tocopherol

Fen‐Er Chen, Zhigang Liu, Pei Tang, Jiaxin Cheng, Ding Liu
article en
1 citations

Abstract

The bioinspired total synthesis of α-tocopherol was achieved using a late-stage organocatalytic halo-cycloetherification reaction to construct the critical 2,2-disubstituted chroman scaffold stereoselectively. The reactivity and stereoselectivity of this reaction were studied under both batch and continuous-flow conditions. This method offers a reliable strategy for synthesizing C2-functionalized chromans, key chiral building blocks for natural product synthesis and pharmaceuticals.

Organic LettersVol. 27(31)
Sichuan University (CN), Fudan University (CN), Chemical Synthesis Lab (SG), Jiangxi Normal University (CN)
National Natural Science Foundation of China
Responsible consumption and production
Openalex Percentile: Top 20%
Marine Sponges and Natural Products
1.23
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