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Synlett 1991; 1991(11): 811-813
DOI: 10.1055/s-1991-20886
DOI: 10.1055/s-1991-20886
letter
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Remarkable Efficiency in the Catalytic Asymmetric Epoxidation of (E)-3-Trimethylsilyl-2-propen-1-ol
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Publikationsdatum:
07. März 2002 (online)
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The Sharpless epoxidation of (E)-3-trimethylsilyl-2-propen-1-ol (3) affords the corresponding epoxide 4 [(2S,3S)-2, 3-epoxy-3-trimethylsilylpropan-1-ol] in 99% enantiomeric excess in the presence of only 3 mol% of the catalyst (Ti(Oi-Pr)4/L-(+)-diisopropyl tartrate). The epoxide 4 is further converted into various (S)-glycidol [(S)-2, 3-epoxypropan-1-ol] derivatives with retention of optical purity.