Enantioselective Synthesis of Seven-Membered Bridged Biaryls via Pd-Catalyzed Asymmetric Annulative Allylic Alkylation

An enantioselective formal [5+2] annulation strategy for the efficient synthesis of seven-membered bridged biaryls is reported through palladium-catalyzed asymmetric annulative allylic alkylation of <i>o</i>-indolizinyl <i>N</i>-sulfonylanilines with (<i>Z</i>)-butene dicarbonate. This reaction features mild conditions, excellent enantioselectivity, and a broad substrate scope. The potential scalability and late-stage elaboration demonstrate the practicality of this protocol.

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Publication Details

Journal
Organic Letters
Published
2026-02-26
DOI
https://doi.org/10.1021/acs.orglett.6c00249
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Enantioselective Synthesis of Seven-Membered Bridged Biaryls via Pd-Catalyzed Asymmetric Annulative Allylic Alkylation

Xiaoxiao Song, Cong Li, Qijian Ni
Organic Letters
Catalytic C–H Functionalization Methods
article

Enantioselective Synthesis of Seven-Membered Bridged Biaryls via Pd-Catalyzed Asymmetric Annulative Allylic Alkylation

Xiaoxiao Song, Cong Li, Qijian Ni
article en

Abstract

An enantioselective formal [5+2] annulation strategy for the efficient synthesis of seven-membered bridged biaryls is reported through palladium-catalyzed asymmetric annulative allylic alkylation of <i>o</i>-indolizinyl <i>N</i>-sulfonylanilines with (<i>Z</i>)-butene dicarbonate. This reaction features mild conditions, excellent enantioselectivity, and a broad substrate scope. The potential scalability and late-stage elaboration demonstrate the practicality of this protocol.

Organic LettersVol. 28(10)
Anhui Normal University (CN)
Openalex Percentile: Top 40%
Catalytic C–H Functionalization Methods
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