Lipase-catalyzed resolution of anti-6-substituted 1,3-dioxepan-5-ols

作者: Michelangelo Gruttadauria , Paolo Lo Meo , Serena Riela , Francesco Giacalone , Renato Noto

DOI: 10.1016/J.TETASY.2006.11.024

关键词: AlcoholLipaseAcetalChemistryOrganic chemistryEnantiopure drugSubstituentEnantiomerTolueneVinyl acetate

摘要: Abstract Several anti-6-substituted 1,3-dioxepan-5-ols were kinetically resolved using an immobilized lipase (Amano PS–C II) in toluene the presence of vinyl acetate at 30 °C. This approach provided, some cases, alcohol and high enantiomeric purity, depending on nature substituent (R = N3, SePh, I, OBn) acetal group (unsubstituted or dimethyl). The role size substituents is also discussed. Enantiopure are useful building blocks.

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