Flavonoid derivatives as organometallic bioprobes

Christopher E. Anson; Colin S. Creaser; Andrej V. Malkov; Ljubica Mojovic; G. Richard Stephenson

doi:10.1016/s0022-328x(02)02146-0

Flavonoid derivatives as organometallic bioprobes

Christopher E. Anson, Colin S. Creaser, Andrej V. Malkov, Ljubica Mojovic, G. Richard Stephenson

Chemistry of Materials and Catalysis

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

21 Citations (Scopus)

Abstract

The synthesis of organoiron derivatives of biologically active flavonoids is described. Lithium enolates of functionalised protected acetophenones and metallated derivatives of substituted aromatic rings have been employed as nucleophiles in combination with tricarbonyl(eta(5)-cyclohexadienyl)iron electrophiles. Products have been converted into flavonoid and chalcone derivatives. Enolates generated from protected flavanones have also been used in nucleophile addition reactions, and a one-pot in situ protection, nucleophile addition, deprotection sequence is reported. (C) 2003 Elsevier Science B.V. All rights reserved.

Original language	English
Pages (from-to)	101-122
Number of pages	22
Journal	Journal of Organometallic Chemistry
Volume	668
Issue number	1-2
DOIs	https://doi.org/10.1016/s0022-328x(02)02146-0
Publication status	Published - 2003
Event	1st International Symposium on Bioorganometallic Chemistry - Paris, France Duration: 18 Jun 2002 → 20 Jun 2002

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10.1016/s0022-328x(02)02146-0

Cite this

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title = "Flavonoid derivatives as organometallic bioprobes",

abstract = "The synthesis of organoiron derivatives of biologically active flavonoids is described. Lithium enolates of functionalised protected acetophenones and metallated derivatives of substituted aromatic rings have been employed as nucleophiles in combination with tricarbonyl(eta(5)-cyclohexadienyl)iron electrophiles. Products have been converted into flavonoid and chalcone derivatives. Enolates generated from protected flavanones have also been used in nucleophile addition reactions, and a one-pot in situ protection, nucleophile addition, deprotection sequence is reported. (C) 2003 Elsevier Science B.V. All rights reserved.",

author = "Anson, {Christopher E.} and Creaser, {Colin S.} and Malkov, {Andrej V.} and Ljubica Mojovic and Stephenson, {G. Richard}",

year = "2003",

doi = "10.1016/s0022-328x(02)02146-0",

language = "English",

volume = "668",

pages = "101--122",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

number = "1-2",

note = "1st International Symposium on Bioorganometallic Chemistry ; Conference date: 18-06-2002 Through 20-06-2002",

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TY - JOUR

T1 - Flavonoid derivatives as organometallic bioprobes

AU - Anson, Christopher E.

AU - Creaser, Colin S.

AU - Malkov, Andrej V.

AU - Mojovic, Ljubica

AU - Stephenson, G. Richard

PY - 2003

Y1 - 2003

N2 - The synthesis of organoiron derivatives of biologically active flavonoids is described. Lithium enolates of functionalised protected acetophenones and metallated derivatives of substituted aromatic rings have been employed as nucleophiles in combination with tricarbonyl(eta(5)-cyclohexadienyl)iron electrophiles. Products have been converted into flavonoid and chalcone derivatives. Enolates generated from protected flavanones have also been used in nucleophile addition reactions, and a one-pot in situ protection, nucleophile addition, deprotection sequence is reported. (C) 2003 Elsevier Science B.V. All rights reserved.

AB - The synthesis of organoiron derivatives of biologically active flavonoids is described. Lithium enolates of functionalised protected acetophenones and metallated derivatives of substituted aromatic rings have been employed as nucleophiles in combination with tricarbonyl(eta(5)-cyclohexadienyl)iron electrophiles. Products have been converted into flavonoid and chalcone derivatives. Enolates generated from protected flavanones have also been used in nucleophile addition reactions, and a one-pot in situ protection, nucleophile addition, deprotection sequence is reported. (C) 2003 Elsevier Science B.V. All rights reserved.

U2 - 10.1016/s0022-328x(02)02146-0

DO - 10.1016/s0022-328x(02)02146-0

M3 - Article

VL - 668

SP - 101

EP - 122

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 1-2

T2 - 1st International Symposium on Bioorganometallic Chemistry

Y2 - 18 June 2002 through 20 June 2002

ER -