Highly effective dephosphorylation of F-1-alkenyl phosphates with copper halide-lithium aluminium hydride reagent: A new access to 1-hydryl-F-alkyl ketones from F-alkyl ketones

Takashi Ishihara; Manabu Kuroboshi

doi:10.1016/S0022-1139(00)83092-4

Highly effective dephosphorylation of F-1-alkenyl phosphates with copper halide-lithium aluminium hydride reagent: A new access to 1-hydryl-F-alkyl ketones from F-alkyl ketones

Takashi Ishihara, Manabu Kuroboshi

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

4 Citations (Scopus)

Abstract

1-Substituted F-1-alkenyl phosphate, readily available from F-alkyl ketones and diethyl phosphite, undergo the dephosphorylation by the action of copper(I) or copper(II) bromide and lithium aluminium hydride at -78 °C followed by hydrolysis to give the corresponding 1-hydryl-F-alkyl ketones in good to excellent yields.

Original language	English
Pages (from-to)	113-118
Number of pages	6
Journal	Journal of Fluorine Chemistry
Volume	37
Issue number	1
DOIs	https://doi.org/10.1016/S0022-1139(00)83092-4
Publication status	Published - Oct 1987
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Environmental Chemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/S0022-1139(00)83092-4

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title = "Highly effective dephosphorylation of F-1-alkenyl phosphates with copper halide-lithium aluminium hydride reagent: A new access to 1-hydryl-F-alkyl ketones from F-alkyl ketones",

abstract = "1-Substituted F-1-alkenyl phosphate, readily available from F-alkyl ketones and diethyl phosphite, undergo the dephosphorylation by the action of copper(I) or copper(II) bromide and lithium aluminium hydride at -78 °C followed by hydrolysis to give the corresponding 1-hydryl-F-alkyl ketones in good to excellent yields.",

author = "Takashi Ishihara and Manabu Kuroboshi",

year = "1987",

month = oct,

doi = "10.1016/S0022-1139(00)83092-4",

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journal = "Journal of Fluorine Chemistry",

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AU - Ishihara, Takashi

AU - Kuroboshi, Manabu

PY - 1987/10

Y1 - 1987/10

N2 - 1-Substituted F-1-alkenyl phosphate, readily available from F-alkyl ketones and diethyl phosphite, undergo the dephosphorylation by the action of copper(I) or copper(II) bromide and lithium aluminium hydride at -78 °C followed by hydrolysis to give the corresponding 1-hydryl-F-alkyl ketones in good to excellent yields.

AB - 1-Substituted F-1-alkenyl phosphate, readily available from F-alkyl ketones and diethyl phosphite, undergo the dephosphorylation by the action of copper(I) or copper(II) bromide and lithium aluminium hydride at -78 °C followed by hydrolysis to give the corresponding 1-hydryl-F-alkyl ketones in good to excellent yields.

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