Redox-mediated reactions of vinylferrocene: toward redox auxiliaries

Alan A. Wiles; Xiaolu Zhang; Brian Fitzpatrick; De-Liang Long; Stuart Alan Macgregor; Graeme Cooke

doi:10.1039/c6dt00875e

Redox-mediated reactions of vinylferrocene: toward redox auxiliaries

Alan A. Wiles, Xiaolu Zhang, Brian Fitzpatrick, De-Liang Long, Stuart Alan Macgregor, Graeme Cooke

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

5 Citations (Scopus)

Abstract

Chemical redox reactions have been exploited to transformunreactive vinylferrocene into a powerful dienophile for the Diels–Alder reaction and reactive substrate for thiol addition reactionsupon conversion to its ferrocenium state. We have further investigatedthe ability of these reactions to facilitate redox-auxiliary-likereactivity by further hydrogenolyisis of the Diels–Alder adduct tothe corresponding cyclopentane derivative.

Original language	English
Pages (from-to)	7220-7225
Number of pages	6
Journal	Dalton Transactions
Volume	45
Issue number	17
Early online date	11 Apr 2016
DOIs	https://doi.org/10.1039/c6dt00875e
Publication status	Published - 7 May 2016

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title = "Redox-mediated reactions of vinylferrocene: toward redox auxiliaries",

abstract = "Chemical redox reactions have been exploited to transformunreactive vinylferrocene into a powerful dienophile for the Diels–Alder reaction and reactive substrate for thiol addition reactionsupon conversion to its ferrocenium state. We have further investigatedthe ability of these reactions to facilitate redox-auxiliary-likereactivity by further hydrogenolyisis of the Diels–Alder adduct tothe corresponding cyclopentane derivative.",

author = "Wiles, {Alan A.} and Xiaolu Zhang and Brian Fitzpatrick and De-Liang Long and Macgregor, {Stuart Alan} and Graeme Cooke",

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T1 - Redox-mediated reactions of vinylferrocene

T2 - toward redox auxiliaries

AU - Wiles, Alan A.

AU - Zhang, Xiaolu

AU - Fitzpatrick, Brian

AU - Long, De-Liang

AU - Macgregor, Stuart Alan

AU - Cooke, Graeme

PY - 2016/5/7

Y1 - 2016/5/7

N2 - Chemical redox reactions have been exploited to transformunreactive vinylferrocene into a powerful dienophile for the Diels–Alder reaction and reactive substrate for thiol addition reactionsupon conversion to its ferrocenium state. We have further investigatedthe ability of these reactions to facilitate redox-auxiliary-likereactivity by further hydrogenolyisis of the Diels–Alder adduct tothe corresponding cyclopentane derivative.

AB - Chemical redox reactions have been exploited to transformunreactive vinylferrocene into a powerful dienophile for the Diels–Alder reaction and reactive substrate for thiol addition reactionsupon conversion to its ferrocenium state. We have further investigatedthe ability of these reactions to facilitate redox-auxiliary-likereactivity by further hydrogenolyisis of the Diels–Alder adduct tothe corresponding cyclopentane derivative.

U2 - 10.1039/c6dt00875e

DO - 10.1039/c6dt00875e

M3 - Article

C2 - 27063914

SN - 1477-9226

VL - 45

SP - 7220

EP - 7225

JO - Dalton Transactions

JF - Dalton Transactions

IS - 17

ER -

Redox-mediated reactions of vinylferrocene: toward redox auxiliaries

Abstract

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