Asymmetric synthesis of monohydroxy tetradecanoic acids and their methyl esters
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Add time:07/19/2019 Source:sciencedirect.com
Methyl 3-, 6- and 13-oxo tetradecanoates were reduced by NaBH4 in the presence of 1,2:5,6-di-O-isopropylidene-d-glucofuranose (DIPGH) and (−)-menthol together with isovaleric and pivalic acids in THF solution. The highest enantiomeric purity was found for the 13-hydroxy ester isomer of 96% ee. Enantiomeric excess (ee, %) was determined by chiral HPLC and 1H NMR with shift reagent, Eu(tfc)3.
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