Use of Lithium Hexafluoroisopropoxide as a Mild Base for Horner−Wadsworth−Emmons Olefination of Epimerizable Aldehydes

Use of Lithium Hexafluoroisopropoxide as a Mild Base for Horner−Wadsworth−Emmons Olefination of Epimerizable Aldehydes

The weak base lithium 1,1,1,3,3,3-hexafluoroisopropoxide (LiHFI) is shown to be highly effective as a reagent for intermolecular Horner−Wadsworth−Emmons (HWE) olefination of epimerizable aldehydes with trimethyl phosphonoacetate, affording products with little or no epimerization and notably high E-...

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Veröffentlicht in:Organic letters 2005-09, Vol.7 (19), p.4281-4283
Hauptverfasser: Blasdel, Landy K, Myers, Andrew G
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container_title Organic letters
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creator Blasdel, Landy K
Myers, Andrew G
description The weak base lithium 1,1,1,3,3,3-hexafluoroisopropoxide (LiHFI) is shown to be highly effective as a reagent for intermolecular Horner−Wadsworth−Emmons (HWE) olefination of epimerizable aldehydes with trimethyl phosphonoacetate, affording products with little or no epimerization and notably high E-selectivity.
doi_str_mv 10.1021/ol051785m
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title Use of Lithium Hexafluoroisopropoxide as a Mild Base for Horner−Wadsworth−Emmons Olefination of Epimerizable Aldehydes
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