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30.2.3.2 Kinetic Resolution of α-Hydroxy Phosphonates

DOI: 10.1055/sos-SD-130-00025

Murai, K.; Fujioka, H.Science of Synthesis Knowledge Updates, (20162313.

Optically active α-benzoyloxy- and α-hydroxyalkylphosphonates 37 and 38, respectively, are obtained by benzoylation of racemates in the presence of (4R,4′R)-2,2′-(propane-2,2-diyl)bis(4-phenyl-4,5-dihydrooxazole) [(R,R)-Ph-BOX, 36] (Scheme 25). The kinetic resolution gives good to excellent s values of up to 286. This reaction does not work for phenyl-substituted alcohols.[‌33‌]

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References


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