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1 article(s) from Shimizu, Ryo

Stepwise radical cation Diels–Alder reaction via multiple pathways

Ryo Shimizu,
Yohei Okada and
Kazuhiro Chiba

Beilstein J. Org. Chem. 2018, 14, 704–708, doi:10.3762/bjoc.14.59

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Scheme 1: Radical cation Diels–Alder reaction of trans-anethole [17].

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Scheme 2: Radical cation Diels–Alder reactions of aryl vinyl ether and sulfides [17,25].

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Scheme 3: Radical cation Diels–Alder reaction of aryl vinyl ether (1). Conditions: 1.0 M LiClO₄/CH₃NO₂, carbo...

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Scheme 4: Oxidative SET-triggered reaction of aryl vinyl ether 1_c. Conditions: 1.0 M LiClO₄/CH₃NO₂, carbon fe...

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Figure 1: GC–MS Monitoring of the oxidative SET-triggered reaction of aryl vinyl ether 1_c.

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Scheme 5: Oxidative SET-triggered rearrangement of vinyl cyclobutane 4. Conditions: 1.0 M LiClO₄/CH₃NO₂, carb...

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Scheme 6: Unsuccessful rearrangement of cyclobutanes. Conditions: 1.0 M LiClO₄/CH₃NO₂, carbon felt electrodes...

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Scheme 7: Proposed mechanism for the radical cation Diels–Alder reaction of aryl vinyl ether 1.

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Letter

Published 27 Mar 2018

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