Tetrahedron

Biocatalytic approaches to both enantiomers of (2R∗, 3S∗)-2-allyloxy-3, 4, 5, 6-tetrahydro-2H-pyran-3-ol

T Sugai, H Ikeda, H Ohta

文献索引：Sugai, Takeshi; Ikeda, Hajime; Ohta, Hiromichi Tetrahedron, 1996 , vol. 52, # 24 p. 8123 - 8134

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被引用次数: 12

摘要

Both enantiomers of (2R∗, 3S∗)-2-allyloxy-3, 4, 5, 6-tetrahydro-2H-pyran-3-ol, a precursor of chiral auxiliary for asymmetric addition of organometallics, and its analog,(2S, 3S)-2- ethoxy-3, 4, 5, 6-tetrahydro-2H-pyral-3-ol were prepared by biocatalytic optical resolutions. Lipase-catalyzed enantioselective acetylation of the racemate in organic solvent worked well with a high enantioselectivity. Pseudomonas cepacia lipase was most effective (E= ...