Beilstein J. Org. Chem.2009,5, No. 22, doi:10.3762/bjoc.5.22
water solubility more generally, aryl modified phosphonium salts, carrying a –COOH group [38] or PEG attachments [39], have been developed but require extensive synthetic work. Previously, non-stabilized alkylphosphonium salts have appeared much less amenable than the benzyl analogues. A single paper
alkyl bromide precursors are not available (Scheme 1). 5a was readily synthesised by Swern-type oxidation (see Supporting Information File 1).
The Wittig reagents were poorly soluble in water. Nevertheless, functional groups enhancing their solubility, such as previously reported –COOH or PEG
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Graphical Abstract
Figure 1:
5-n-Alkylresorcinols 1 and new hapten derivatives 2.