Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 11, Pages 3746-3752Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0357566
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Herein is described the synthesis of surfactants featuring polyhydroxylated head groups. Three head groups were prepared via consecutive stereoselective dihydroxylations of a diene. By coupling of these with lipophilic tail groups six novel surfactants have been prepared. The monolayers prepared from four of these have been investigated at the air-water interface. Significant differences were observed between monolayers consisting of enantiomerically pure surfactants contra racemates as well as between diastereomers.
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