Tetrahedron: Asymmetry

Enzymatic ammonolysis of ethyl (±)-4-chloro-3-hydroxybutanoate. Chemoenzymatic syntheses of both enantiomers of pyrrolidin-3-ol and 5-(chloromethyl)-1, 3- …

E Garcı́a-Urdiales, F Rebolledo, V Gotor

文献索引：Garcia-Urdiales, Eduardo; Rebolledo, Francisca; Gotor, Vicente Tetrahedron Asymmetry, 1999 , vol. 10, # 4 p. 721 - 726

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被引用次数: 37

摘要

Lipase B from Candida antarctica efficiently catalysed the kinetic resolution of ethyl (±)-4- chloro-3-hydroxybutanoate through an ammonolysis reaction. Using this methodology, both enantiomers of 4-chloro-3-hydroxybutanamide were prepared and converted into pyrrolidin- 3-ol and 5-(chloromethyl)-1, 3-oxazolidin-2-one by simple processes consisting of a reduction reaction and a Hofmann rearrangement, respectively.