Multicomponent Modular Synthesis of Chiral Bicyclic Bridged Compounds via an Alkenylfuran-Based Acylation/Rearrangement/Cyclization Sequence

The catalytic asymmetric multicomponent acylation/rearrangement/cyclization of alkenylfurans with acyl oxime esters/arylamines or acyl oxime esters/arylamines/hydroxylamine has been developed. This method employs synergistic photoredox/Brønsted acid catalysis, enabling the efficient and versatile synthesis of multifunctionalized [3.2.1] and [4.2.1] bicyclic bridged compounds in high yields with excellent diastereo- and enantioselectivities.

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Publication Details

Journal
Organic Letters
Published
2025-01-27
DOI
https://doi.org/10.1021/acs.orglett.4c04709
Citations
6
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
5.62

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article

Multicomponent Modular Synthesis of Chiral Bicyclic Bridged Compounds via an Alkenylfuran-Based Acylation/Rearrangement/Cyclization Sequence

Yunfei Cai, Kexin Yang, Yurong Tang, Yu Tian et al.
6 citations
Organic Letters
Asymmetric Synthesis and Catalysis
5.62
article

Multicomponent Modular Synthesis of Chiral Bicyclic Bridged Compounds via an Alkenylfuran-Based Acylation/Rearrangement/Cyclization Sequence

Yunfei Cai, Kexin Yang, Yurong Tang, Yu Tian, H. Tao
article en
6 citations

Abstract

The catalytic asymmetric multicomponent acylation/rearrangement/cyclization of alkenylfurans with acyl oxime esters/arylamines or acyl oxime esters/arylamines/hydroxylamine has been developed. This method employs synergistic photoredox/Brønsted acid catalysis, enabling the efficient and versatile synthesis of multifunctionalized [3.2.1] and [4.2.1] bicyclic bridged compounds in high yields with excellent diastereo- and enantioselectivities.

Organic LettersVol. 27(5)
Chongqing University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Chongqing, Venture and Innovation Support Program for Chongqing Overseas Returnees
Openalex Percentile: Top 5%
Asymmetric Synthesis and Catalysis
5.62
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