A new route to acyclic nucleosides via palladium-mediated allylic alkylation and cross-metathesis

F  Amblard; Steven Patrick Nolan; I  Gillaizeau; L A  Agrofoglio

doi:10.1016/j.tetlet.2003.10.029

A new route to acyclic nucleosides via palladium-mediated allylic alkylation and cross-metathesis

F Amblard, Steven Patrick Nolan, I Gillaizeau, L A Agrofoglio

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

28 Citations (Scopus)

Abstract

A method for the syntheses of E-unsaturated acyclic nucleosides via a combination of palladium-catalyzed allylic alkylation and ruthenium-based cross metathesis is described. This approach provides a concise, efficient and reliable route to new nucleoside analogues. (C) 2003 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	9177-9180
Number of pages	4
Journal	Tetrahedron Letters
Volume	44
Issue number	51
DOIs	https://doi.org/10.1016/j.tetlet.2003.10.029
Publication status	Published - 15 Dec 2003

Keywords

palladium-mediated allylic alkylation
cross-metathesis
acyclonucleosides
RING-CLOSING METATHESIS
L-CYCLOPENTENONE DERIVATIVES
CARBOCYCLIC NUCLEOSIDES
ENANTIOSELECTIVE SYNTHESIS
ASYMMETRIC-SYNTHESIS
CLOSURE METATHESIS
OLEFIN METATHESIS
EFFICIENT
9-(2-HYDROXYETHOXYMETHYL)GUANINE
ANALOGS

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10.1016/j.tetlet.2003.10.029

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title = "A new route to acyclic nucleosides via palladium-mediated allylic alkylation and cross-metathesis",

abstract = "A method for the syntheses of E-unsaturated acyclic nucleosides via a combination of palladium-catalyzed allylic alkylation and ruthenium-based cross metathesis is described. This approach provides a concise, efficient and reliable route to new nucleoside analogues. (C) 2003 Elsevier Ltd. All rights reserved.",

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author = "F Amblard and Nolan, {Steven Patrick} and I Gillaizeau and Agrofoglio, {L A}",

year = "2003",

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day = "15",

doi = "10.1016/j.tetlet.2003.10.029",

language = "English",

volume = "44",

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journal = "Tetrahedron Letters",

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T1 - A new route to acyclic nucleosides via palladium-mediated allylic alkylation and cross-metathesis

AU - Amblard, F

AU - Nolan, Steven Patrick

AU - Gillaizeau, I

AU - Agrofoglio, L A

PY - 2003/12/15

Y1 - 2003/12/15

N2 - A method for the syntheses of E-unsaturated acyclic nucleosides via a combination of palladium-catalyzed allylic alkylation and ruthenium-based cross metathesis is described. This approach provides a concise, efficient and reliable route to new nucleoside analogues. (C) 2003 Elsevier Ltd. All rights reserved.

AB - A method for the syntheses of E-unsaturated acyclic nucleosides via a combination of palladium-catalyzed allylic alkylation and ruthenium-based cross metathesis is described. This approach provides a concise, efficient and reliable route to new nucleoside analogues. (C) 2003 Elsevier Ltd. All rights reserved.

KW - palladium-mediated allylic alkylation

KW - cross-metathesis

KW - acyclonucleosides

KW - RING-CLOSING METATHESIS

KW - L-CYCLOPENTENONE DERIVATIVES

KW - CARBOCYCLIC NUCLEOSIDES

KW - ENANTIOSELECTIVE SYNTHESIS

KW - ASYMMETRIC-SYNTHESIS

KW - CLOSURE METATHESIS

KW - OLEFIN METATHESIS

KW - EFFICIENT

KW - 9-(2-HYDROXYETHOXYMETHYL)GUANINE

KW - ANALOGS

U2 - 10.1016/j.tetlet.2003.10.029

DO - 10.1016/j.tetlet.2003.10.029

M3 - Article

SN - 0040-4039

VL - 44

SP - 9177

EP - 9180

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

A new route to acyclic nucleosides via palladium-mediated allylic alkylation and cross-metathesis

Abstract

Keywords

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