Oxidative cyclization reactions: Controlling the course of a radical cation-derived reaction with the use of a second nucleophile

Alison Redden; Robert J. Perkins; Kevin D. Moeller

doi:10.1002/anie.201308739

Oxidative cyclization reactions: Controlling the course of a radical cation-derived reaction with the use of a second nucleophile

Alison Redden
, Robert J. Perkins
, Kevin D. Moeller

Research output: Contribution to journal › Article › peer-review

50 Scopus citations

Abstract

Construction of new ring systems: Oxidative cyclizations (see picture; RVC=reticulated vitreous carbon) have been conducted that use two separate intramolecular nucleophiles to trap an enol ether-derived radical cation intermediate. The reactions provide a means for rapidly trapping the radical cation intermediate in a manner that avoids competitive decomposition reactions.

Original language	English
Pages (from-to)	12865-12868
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	49
DOIs	https://doi.org/10.1002/anie.201308739
State	Published - Dec 2 2013

Keywords

anodic cyclizations
electrochemistry
radical ions
reactive intermediates

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10.1002/anie.201308739

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title = "Oxidative cyclization reactions: Controlling the course of a radical cation-derived reaction with the use of a second nucleophile",

abstract = "Construction of new ring systems: Oxidative cyclizations (see picture; RVC=reticulated vitreous carbon) have been conducted that use two separate intramolecular nucleophiles to trap an enol ether-derived radical cation intermediate. The reactions provide a means for rapidly trapping the radical cation intermediate in a manner that avoids competitive decomposition reactions.",

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year = "2013",

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AU - Redden, Alison

AU - Perkins, Robert J.

AU - Moeller, Kevin D.

PY - 2013/12/2

Y1 - 2013/12/2

N2 - Construction of new ring systems: Oxidative cyclizations (see picture; RVC=reticulated vitreous carbon) have been conducted that use two separate intramolecular nucleophiles to trap an enol ether-derived radical cation intermediate. The reactions provide a means for rapidly trapping the radical cation intermediate in a manner that avoids competitive decomposition reactions.

AB - Construction of new ring systems: Oxidative cyclizations (see picture; RVC=reticulated vitreous carbon) have been conducted that use two separate intramolecular nucleophiles to trap an enol ether-derived radical cation intermediate. The reactions provide a means for rapidly trapping the radical cation intermediate in a manner that avoids competitive decomposition reactions.

KW - anodic cyclizations

KW - electrochemistry

KW - radical ions

KW - reactive intermediates

UR - https://www.scopus.com/pages/publications/84888614801

U2 - 10.1002/anie.201308739

DO - 10.1002/anie.201308739

M3 - Article

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AN - SCOPUS:84888614801

SN - 1433-7851

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 49

ER -

Oxidative cyclization reactions: Controlling the course of a radical cation-derived reaction with the use of a second nucleophile

Abstract

Keywords

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