Cobalt mediated regioselective alkylation of methyl 3,5-dioxohexanote. Preparation of 5-alkyl derivatives of 4-hydroxy-6-methyl-2-pyrone

Jordi Cervelló; Jorge Marquet; Marcial Moreno-Mañas

doi:10.1039/C39870000644

Cobalt mediated regioselective alkylation of methyl 3,5-dioxohexanote. Preparation of 5-alkyl derivatives of 4-hydroxy-6-methyl-2-pyrone

Jordi Cervelló, Jorge Marquet, Marcial Moreno-Mañas

Department of Chemistry

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

20 Citations (Scopus)

Abstract

The cobalt(II) complex of the simple polyketide model methyl 3,5-dioxohexanoate is regioselectively alkylated to afford methyl 4-alkyl-3,5-dioxohexanoates, which cyclize on treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to give 5-alkyl-4-hydroxy-6-methyl-2- pyrones.

Original language	English
Pages (from-to)	644-645
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	9
DOIs	https://doi.org/10.1039/C39870000644
Publication status	Published - 1 Dec 1987

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title = "Cobalt mediated regioselective alkylation of methyl 3,5-dioxohexanote. Preparation of 5-alkyl derivatives of 4-hydroxy-6-methyl-2-pyrone",

abstract = "The cobalt(II) complex of the simple polyketide model methyl 3,5-dioxohexanoate is regioselectively alkylated to afford methyl 4-alkyl-3,5-dioxohexanoates, which cyclize on treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to give 5-alkyl-4-hydroxy-6-methyl-2- pyrones.",

author = "Jordi Cervell{\'o} and Jorge Marquet and Marcial Moreno-Ma{\~n}as",

year = "1987",

month = dec,

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doi = "10.1039/C39870000644",

language = "English",

pages = "644--645",

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Cobalt mediated regioselective alkylation of methyl 3,5-dioxohexanote. Preparation of 5-alkyl derivatives of 4-hydroxy-6-methyl-2-pyrone. / Cervelló, Jordi; Marquet, Jorge; Moreno-Mañas, Marcial.

In: Journal of the Chemical Society, Chemical Communications, No. 9, 01.12.1987, p. 644-645.

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

TY - JOUR

T1 - Cobalt mediated regioselective alkylation of methyl 3,5-dioxohexanote. Preparation of 5-alkyl derivatives of 4-hydroxy-6-methyl-2-pyrone

AU - Cervelló, Jordi

AU - Marquet, Jorge

AU - Moreno-Mañas, Marcial

PY - 1987/12/1

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N2 - The cobalt(II) complex of the simple polyketide model methyl 3,5-dioxohexanoate is regioselectively alkylated to afford methyl 4-alkyl-3,5-dioxohexanoates, which cyclize on treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to give 5-alkyl-4-hydroxy-6-methyl-2- pyrones.

AB - The cobalt(II) complex of the simple polyketide model methyl 3,5-dioxohexanoate is regioselectively alkylated to afford methyl 4-alkyl-3,5-dioxohexanoates, which cyclize on treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to give 5-alkyl-4-hydroxy-6-methyl-2- pyrones.

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DO - 10.1039/C39870000644

M3 - Article

SP - 644

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